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Lab experiment schedule - F2019 subject to change EXP. DATE EXPERIMENT ASSIGNMENT NOTES Aug 27 - 30 NO LABs on Aug 28-30 AUG 27, LECTURE, 8am, LH2 1 Sept 3 – Sept 6 Sept 10 – Sept 13 Extraction; Recrystallization Recrystallization/m.p. determination 2 Sept 17 – Sept 20 Sept 24 – Sept 27 Synthesis of cyclohexene Alkenes; Eliminations; Distillation 3 Oct 1 – Oct 4 Oct 8 – Oct 11 t-Amyl Chloride & Lucas test & Haloform test Nucleophilic substitutions Oct 16 – Oct 18 OCTOBER BREAK no labs 4 Oct 22– Oct 25 Oct 29 – Nov 1 Synthesis of 1,4-di-tert-butyl- 2,5-dimethoxybenzene Electrophilic aromatic substitution 5 Nov 5 – Nov 8 Nov 12 – Nov 15 Esterification Aldol reaction Nucleophilic additions to carbonyls 6 Nov 19 – Nov 22 Grignard reaction Nucleophilic additions to carbonyls THANKSGIVING BREAK no labs; no lecture on Tuesday, Nov 26 6 Dec 3 – Dec 6 Grignard reaction Nucleophilic additions to carbonyls Dec 3 Literature problem due Dec 3 before 8 am Dec 10 – Dec 11 CHECK-OUT/CLEAN-UP ALL LABS (no lab work) December 10: Lecture @ 8am Dec 15 FINAL EXAM: Thursday, Dec 19, 8.00-10.30am (check the Final Exam Schedule)

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Lab experiment schedule - F2019 subject to change

EXP. DATE EXPERIMENT ASSIGNMENT NOTES

Aug 27 - 30 NO LABs on Aug 28-30 AUG 27, LECTURE, 8am, LH2

1 Sept 3 – Sept 6 Sept 10 – Sept 13 Extraction; Recrystallization Recrystallization/m.p. determination

2 Sept 17 – Sept 20 Sept 24 – Sept 27 Synthesis of cyclohexene Alkenes; Eliminations; Distillation

3 Oct 1 – Oct 4 Oct 8 – Oct 11

t-Amyl Chloride & Lucas test & Haloform test Nucleophilic substitutions

Oct 16 – Oct 18 OCTOBER BREAK no labs

4 Oct 22– Oct 25 Oct 29 – Nov 1

Synthesis of 1,4-di-tert-butyl- 2,5-dimethoxybenzene Electrophilic aromatic substitution

5 Nov 5 – Nov 8 Nov 12 – Nov 15

Esterification Aldol reaction Nucleophilic additions to carbonyls

6 Nov 19 – Nov 22 Grignard reaction Nucleophilic additions to carbonyls

THANKSGIVING BREAK no labs; no lecture on Tuesday, Nov 26

6 Dec 3 – Dec 6 Grignard reaction Nucleophilic additions to carbonyls

Dec 3 Literature problem due Dec 3 before 8 am

Dec 10 – Dec 11 CHECK-OUT/CLEAN-UP ALL LABS (no lab work) December 10: Lecture @ 8am

Dec 15 FINAL EXAM: Thursday, Dec 19, 8.00-10.30am (check the Final Exam Schedule)

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CHEMISTRY 30121 – First Semester Organic Laboratory (Fall 2019) NOTE: This syllabus represents my current plans and objectives. As we go through the semester, those plans may need to change to enhance the class learning opportunity. Such changes, communicated clearly, are not unusual and should be expected.

EVENT TIME PLACE INSTRUCTOR OFFICE EMAIL

Tuesday Lecture 8:00-9:15 AM SWR LH2 Dr. Jean-Luc Montchamp SWR 425 [email protected]

Wednesday-Friday 1:00-5:00 PM SWR 459 Dr. Heidi Conrad SWR 475 [email protected]

Wednesday Lab 1:00-5:00 PM SWR 459

Vishal Sharma SWR 412 [email protected] Lauren Edwards or Nishu Sadagopan (undergraduate TAs, alternating)

Thursday Lab 1:00-5:00 PM SWR 459

David Freire SWR 409 [email protected] Nate Schmitt (undergraduate TA)

Friday Lab 1:00-5:00 PM SWR 459

Daniel Ta TBD [email protected] Tim Schwartz (undergraduate TA)

Students MUST be familiar with this syllabus

Text: We will not use a textbook this semester. Handouts and other materials will be emailed and/or available at http://personal.tcu.edu/jmontchamp/Organic.html. Help/Office Hours: By appointment. Please see Dr. M if you need some help or if you have questions. Dr. M is generally available every afternoon, Wednesday – Friday (if he is not in SWR 425, try the organic lab) or by appointment. Use the discussion board. Chemistry Discussion Board: http://www.neilsonchem.com/cgi-bin/discus/show.cgi?134/134 Consult the board at least three times a week, but as often as possible. It is a useful tool... but only if students use it! You can post questions (and answers) anonymously if you want. Please follow the “netiquette” rules (see below). The discussion board is strictly about learning and no disrespectful comments/language will be tolerated. Postings should be relevant to the course. Email: Handouts and other crucial information will be emailed to you. Make sure your mailbox is never full so emails do not bounce back. Notebook: A bound notebook available from the Chemistry Stockroom (SWR 474) MUST be used. This is an authentic scientific notebook as used to record results for potential patent protection in industrial, governmental, and academic research laboratories. Read the instructions contained therein and follow steps 1-6, 10-11. For step 6, have the TA sign before you leave the lab to verify that your results were recorded contemporaneously with the experiment. Nothing should be pasted, stapled, taped, or penciled in the notebook. Your TA will also check your notebook at the beginning of lab. Lab Coats: If you do not already have a flame-retardant lab coat, it can be purchased from the Chem Club (SWR 450, email: [email protected]). You will not be allowed to enter the lab without the appropriate lab coat. If you do not have a lab coat you can order one from the Chem Club. You can order online to help expedite the process. The link below goes straight to a page that chemistry club has setup with further links to paypal accounts for chem club. You should realize that it will take ~3-5 days for them to get your order in. Link to lab coat orders: http://personal.tcu.edu/kaylagreen/lab%20coat%20orders.html

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The lab coats MUST CONTAIN a flame-retardant, so the Chem Club (email: [email protected]) is probably the only place you can find those in the DFW area. Used lab coats may also be available at a much lower price (but the sooner you order, the better). Goggles: Chemical splash goggles are required in the laboratory. If you do not have goggles, these can be purchased from the Chem Club (email: [email protected]). You will not be allowed to enter the lab without goggles. Goggles MUST BE WORN at all times while in SWR 459. Prerequisites: 1. A passing grade in science majors General Chemistry (10124 or 10123). Students who earned D's are STRONGLY discouraged from taking 30121/30123. 2. Prior or concurrent registration in CHEM 30123. If you drop 30123, you must drop 30121 unless special permission is granted by Dr. M. Grading: Experiments (6 x 100) 600 Literature Problem 50 (before Tuesday, December 3, 8 am) Quizzes (~5-10 x 20-40)* 100-400 Final Exam 200 (Thursday, December 19, 8-10:30 am) Total 950-1250 *Quizzes during lab lecture are generally unannounced and cover the material discussed in the lectures and reading assignments. There will NOT be any make-up quiz. Any absence must be an official University absence or justified and proper documentation is required. Absences should be reported immediately to Dr. Montchamp by email. In case a student misses a lab-lecture quiz AND has a justified absence, then the student’s score will be prorated. Alternatively, there might be a single make-up quiz common to all missed quizzes and covering all the class material, to be administered during make-up week. Re-grading: quizzes will be returned to the Chemistry Office (SWR 438). Perceived errors in grading should be submitted to Dr. Montchamp within ONE WEEK after the tests are returned. The entire test will be re-graded, regardless of the part in dispute, and there will be a 5-point penalty for regrade requests, other than to correct an obvious error in totaling the score. EXPERIMENT MAKE-UP: Please, NOTIFY Dr. Montchamp IMMEDIATELY if you miss/will miss a lab experiment. I will need an official reason for you to take the make-up lab. Try to notify me as soon as possible (the sooner the better, and if possible in advance). IF YOU DO NOT HAVE AN OFFICIALLY ACCEPTABLE EXCUSE (SUCH AS A DOCUMENTED SICKNESS), THEN YOU WILL RECEIVE A ZERO ON THE LAB AND WILL NOT BE ABLE TO MAKE IT UP!!! I will not take your word for it. I will need official documents. MAKING-UP A LAB EXPERIMENT IS BY APPOINTMENT ONLY, AND MUST BE APPROVED BY AND SCHEDULED WITH DR. MONTCHAMP. Making-up a lab experiment must be due to an official University absence or justified with proper documentation. Poor performance or results during an experiment (low yield, no product, spill, etc.), not being done by 4:45 pm, etc., ARE NOT GROUND TO MAKE UP AN EXPERIMENT! Only conditions that are completely outside a student's control (e.g. a building-wide power or water outage) may be ground to make up an experiment that was started. VERY IMPORTANT! SAFETY: All safety rules and regulations from General Chemistry Lab are in force for this semester including the necessity of wearing safety goggles and a lab coat at all times (and avoid wearing contact lenses). Safety glasses are not allowed. Unauthorized visitors are not permitted in the laboratory. No open-toed shoes (no sandals, even with socks). No shorts. Tie long hair back. No eating or drinking, in the laboratory, etc…

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YOU WILL NOT BE ALLOWED TO ENTER THE LAB UNTIL YOU WEAR THE PROPER ATTIRE. NO EXCEPTION! MISSING A LAB FOR LACK OF PROPER ATTIRE IS NOT GROUND FOR A MAKE-UP LAB. Attendance: You will not do well in the lab if you do not attend lab lecture and safety will be compromised. Attendance might be taken occasionally during lab lecture and a ten-point deduction will be applied to repeat absentees. The university attendance policy states that regular and punctual class attendance is essential and that no assigned work is excused because of absence, no matter what the cause. When an accumulation of absences reaches the point of endangering a student’s academic status, Campus Life will be notified. Tardiness: Lab lectures start at 8 am sharp. A late arrival is rude and disruptive to the entire class. Make sure you arrive ON TIME. Repeated tardiness is unacceptable and will be penalized. Similarly, you must arrive to the lab session on time (1 pm) or a deduction will be applied to your lab report. You are expected to LEAVE THE LAB BY 5:00 PM AT THE LATEST. Lateness indicates a lack of preparation for lab as most labs can be completed in about 3 hours. DROPS: after the deadline only with Q from Dean's Office for serious health problems - not for lack of academic progress. CHECK-OUT: Check-out will take place on Dec 10-11 between 1:00 pm and 4:30 pm. Late check-outs will result in a 200-point deduction; and complete failure to check out of the lab will result in a 400-point deduction on your overall score. Your TA will check your drawer and your form, only then your check-out will be complete. GRADING SCALE (subject to change): The person with the highest score will get an A. Grade cut-offs are generally within 10-15% of each other, but will be adjusted using the distribution unique to this semester. The exact ranges, cut-off lines, will be determined after the final exam. For illustrative purposes only out of 1,000 points: if the highest grade is 900, “A” is within 800-900; “B” will be within 700-800, etc.; if the highest grade is 225 (hopefully not), “A” is within 190-225 or 200-225. The “+/-“ grading is used only rarely and requires justification based on the points total. The quizzes and the final are NOT graded by teaching assistants, so please be patient in getting your papers back. Each experiment will be graded on: PREPARATION, PROCEDURE, & PERFORMANCE: PREPARATIVE EXPERIMENTS (“synthesis”) & NON-PREPARATIVE EXPERIMENTS (“method”) Exercises, Quiz:1 0-20 Technique, Demeanor, Safety:2 40-20 Write-up, Results: 40-60 1 short, occasional, and unannounced over assigned reading for that week, at the TA’s discretion. These quizzes are different from the lab lecture quizzes. 2 to be assigned by the TA based on in-lab observations of technical skills, safety, and cleanliness. Mandatory deductions will be made for infractions of common sense, courtesy, and safety, including -but not limited to- the following: - failure to wear appropriate eye protection AT ALL TIMES while in SWR 459 - failing to clean up spilled reagents IMMEDIATELY, especially near the balances! - leaving reagent bottles open - hoarding general lab equipment and chemicals at or in your desk/bench/hood - failure to report a spill, broken glassware, or other related problems - improperly disposing of waste chemicals and broken equipment - spilling or contaminating sand bath

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- flooding - broken thermometer - use of cell phone or any other electronic device YOU CANNOT COME IN THE LAB WITH COPIES OF THE PROCEDURE OR HANDOUT. EVERYTHING MUST BE WRITTEN IN YOUR NOTEBOOK IN ADVANCE, and your notebook is the only thing you are allowed to use. You are not allowed to use electronic devices while in the laboratory. Examples of point deductions are (but not limited to): Minus 40 for a broken blue thermometer Minus 60 for a broken mercury thermometer A broken thermometer will be penalized by 40-60 points (zero on the technique grade, and the rest will be deducted from the overall report score for a total 40-60 point deduction out of 100 points). Minus 30 for using improper disposal container (not going to its proper waste disposal container) Minus 30 for not leaving your and the common glassware clean Minus 20 for failing to unplug all electrical cords before you leave Minus 20 for breaking a condenser, fractionating column, separatory funnel, or addition funnel Minus 20 for preassembling various portions of a setup Minus 20 for not cleaning your work space properly (bench, hood) Minus 20 for not reporting something broken (on top of whatever penalty for what was broken) Minus 15 for other pieces of glassware (except test tubes) or equipment that are broken Minus 15 for leaving a common reagent bottle open Minus 10 neoprene thermometer assembly incorrect Minus 10 for improper thermometer placement Minus 10 for a crooked setup (= something not straight in some dimension –vertical and horizontal) Minus 10 for forgetting the boiling stone Minus 10 for overtightening the faucets Minus 10 for using cell phones, iPads and tablets, etc. Minus 10 for having loose pages or copies of the handout Minus 5 for thermometer being returned upside down to the common spot (the thermometer bulb MUST be at the bottom. Minus 5 for improper connection to the condenser Minus 5 for goggles not in position for several minutes Minus 5 for testing the water in the condenser and then not leaving it on Minus 5 for spilling water on the bench Minus 5 for cleaning glassware at the beginning of lab Minus 5 if the setups are built more than 1-2 inches above the sand bath (still make sure that the jack can be moved into position for the flask to be comfortably fit in it). Minus 5 (per offense) for using decimal places when you should not (yields, volumes, bp, mp, etc.). Any points taken off beyond the technique grade allotment will be deducted from the overall report score. HOW TO LABEL SAMPLES TO TURN THEM IN Container: Clean small test tube, cork, parafilm Amount: What you have but at least enough for a melting point. If the amount is insufficient, the sample will NOT COUNT. The label should list: Your Name Your section

Name of the compound Weight of the sample Melting point

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LABORATORY/LITERATURE REPORTS and HANDWRITING Typed reports are mandatory (but handwritten structures and schemes are acceptable). Handwritten materials (quizzes/exams) that are unreadable will receive a zero score. Or, depending on how difficult it is to read the handwriting, a point deduction (20-100 points) will be applied to the overall grade.

• A HANDOUT WILL BE PROVIDED TO HELP WITH THE LABORATORY REPORTS. • A HANDOUT WILL BE PROVIDED FOR THE LITERATURE REPORT.

STUDY HINTS: 1. What you learn in this class depends on you alone. Your fate is in your own hands, no

one else’s. 2. Read the handouts before you come to class so you understand better what is being said.

3. Outline your lecture notes ASAP. 4. Ask questions as soon as they occur to you, both in class and out. Pondering a point is inefficient in this class.

5. Use office hours to your advantage. 6. Study in groups. 7. Do not fall behind: it may be “fatal”.

8. Take notes on paper, not on a laptop. It takes too long to write structures. If you want to then cleanup your notes by typing them into your computer, that is fine as long as it is not done during class.

Do not fall behind! Read the assigned material before lab lecture. Work regularly a few hours every week so that you understand the material before new material is discussed. Do not fall behind! Use the discussion board. Web sites do not overrule any class material! CELL PHONES should be turned off during lectures (and labs) and out of sight. Audio recording devices are NOT permitted, unless specifically authorized by Dr. Montchamp, on a case-by-case basis. Video recording is NOT allowed UNDER ANY CIRCUMSTANCES. Violations will be penalized through significant point deductions. You should not be using a laptop, iPad or whatever device during lectures. It is not possible to take proper notes with those devices because you cannot draw setups and molecular structures fast enough. CLASS NOTES: I will not give out my class notes! There is no substitute for attending lectures. Disabilities Statement: Texas Christian University complies with the Americans with Disabilities Act and Section 504 of the Rehabilitation Act of 1973 regarding students with disabilities. Eligible students seeking accommodations should contact the Coordinator of Student Disabilities Services in the Center for Academic Services located in Sadler Hall, 1010. Accommodations are not retroactive, therefore, students should contact the Coordinator as soon as possible in the term for which they are seeking accommodations. Further information can be obtained from the Center for Academic Services, TCU Box 297710, Fort Worth, TX 76129, or at (817) 257-6567. Adequate time must be allowed to arrange accommodations and accommodations are not retroactive; therefore, students should contact the Coordinator as soon as possible in the academic term for which they are seeking accommodations. Each eligible student is responsible for presenting relevant, verifiable, professional documentation and/or assessment reports to the Coordinator. Guidelines for documentation may be found at http://www.acs.tcu.edu/disability_documentation.asp. Students with emergency medical information or needing special arrangements in case a building must be evacuated should discuss this information with their instructor/professor as soon as possible. Academic Misconduct: Academic Misconduct (Sec. 3.4 from the Student Handbook) –Any act that violates the academic integrity of the institution is considered academic misconduct. The procedures used to resolve suspected acts of academic

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misconduct are available in the offices of Academic Deans and the Office of Campus Life and are listed in detail in the Undergraduate Catalog (Student Policies>Academic Conduct Policy Details; http://catalog.tcu.edu/undergraduate/). Specific examples include, but are not limited to:

• Cheating: Copying from another student’s test paper, laboratory report, other report, or computer files and listings; using, during any academic exercise, material and/or devices not authorized by the person in charge of the test; collaborating with or seeking aid from another student during a test or laboratory without permission; knowingly using, buying, selling, stealing, transporting, or soliciting in its entirety or in part, the contents of a test or other assignment unauthorized for release; substituting for another student or permitting another student to substitute for oneself.

• Plagiarism: The appropriation, theft, purchase or obtaining by any means another’s work, and the unacknowledged submission or incorporation of that work as one’s own offered for credit. Appropriation includes the quoting or paraphrasing of another’s work without giving credit therefore.

• Turnitin www.turnitin.com may be used for plagiarism detection. • Collusion: The unauthorized collaboration with another in preparing work offered for credit.

Netiquette: Communication Courtesy Code All members of the class are expected to follow rules of common courtesy in all email messages, threaded discussions and chats. If I deem any of them to be inappropriate or offensive, I will forward the message to the Chair of the department and the online administrators and appropriate action will be taken, not excluding expulsion from the course. The same rules apply online as they do in person. Be respectful of other students. Foul discourse will not be tolerated. Please take a moment and read the following link concerning "netiquette". http://www.albion.com/netiquette/ Participating in the virtual realm, including social media sites and shared-access sites sometimes used for educational collaborations, should be done with honor and integrity: http://macaulay.cuny.edu/community/honorable-technology/guidelines/ Title IX Any student who needs support related to sexual misconduct should visit TCU Campus Advocacy, Resources and Education (TCU CARE), which includes both confidential and non-confidential resources. Faculty and staff may also utilize TCU CARE or visit the university’s Title IX resource page. TCU’s Title IX policy Our school is committed to fostering a safe, productive learning environment. Title IX and our school policy prohibits discrimination on the basis of sex. Sexual misconduct — including harassment, domestic and dating violence, sexual assault, and stalking — is also prohibited at our school. Our school encourages anyone experiencing sexual misconduct to talk to someone about what happened, so they can get the support they need and our school can respond appropriately. If you wish to speak confidentially about an incident of sexual misconduct, want more information about filing a report, or have questions about school policies and procedures, please contact our Title IX Coordinator, which can be found on our school's website. Our school is legally obligated to investigate reports of sexual misconduct, and therefore it cannot guarantee the confidentiality of a report, but it will consider a request for confidentiality and respect it to the extent possible. As a teacher, I am also required by our school to report incidents of sexual misconduct and thus cannot guarantee confidentiality. I must provide our Title IX coordinator with relevant details such as the names of those involved in the incident. Student Privacy Family Educational Rights and Privacy Act (FERPA) TCU FERPA Student education records are considered confidential and may not be released to third parties (including parents) without written consent from the student. As a faculty member I have a responsibility to protect all items contained in an education record of a student. FERPA handout

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SAFETY CHEMISTRY 30121 – First Semester Organic Laboratory (Fall 2019)

All TCU students enrolled in this course or acting as lab assistants for this course MUST complete the required safety training made available on the TCU Intranet: [https://tcu.inclassnow.com]. Failure to complete safety training within ONE WEEK of the beginning of the semester (or by the time of your first lab) will result in a student not being allowed to enter the laboratory and will substantially affect academic credit. All safety rules and regulations from General Chemistry Lab are in force for this semester including the necessity of wearing safety goggles and a lab coat at all times (and avoid wearing contact lenses). Safety glasses are not allowed. Unauthorized visitors are not permitted in the laboratory. No open-toed shoes (no sandals, even with socks). No shorts. Tie long hair back. No eating or drinking, in the laboratory, etc. YOU WILL NOT BE ALLOWED TO ENTER THE LAB UNTIL YOU WEAR THE PROPER ATTIRE. NO EXCEPTION! MISSING A LAB FOR LACK OF PROPER ATTIRE IS NOT GROUND FOR A MAKE-UP LAB.

SAFETY DATA SHEETS (SDS) SDS can be found online, for example with major chemical suppliers, and others (e.g. https://chemicalsafety.com/sds-search/). Many links to SDS can also be found on the above CSE safety web site.

Hazard Communication Safety Data Sheets (SDS Contents) The Hazard Communication Standard (HCS) requires chemical manufacturers, distributors, or importers to provide Safety Data Sheets (SDSs) (formerly known as Material Safety Data Sheets or MSDSs) to communicate the hazards of hazardous chemical products. As of June 1, 2015, the HCS will require new SDSs to be in a uniform format, and include the section numbers, the headings, and associated information under the headings below: Section 1, Identification includes product identifier; manufacturer or distributor name, address, phone number; emergency phone number; recommended use; restrictions on use. Section 2, Hazard(s) identification includes all hazards regarding the chemical; required label elements. Section 3, Composition/information on ingredients includes information on chemical ingredients; trade secret claims. Section 4, First-aid measures includes important symptoms/effects, acute, delayed; required treatment. Section 5, Fire-fighting measures lists suitable extinguishing techniques, equipment; chemical hazards from fire. Section 6, Accidental release measures lists emergency procedures; protective equipment; proper methods of containment and cleanup. Section 7, Handling and storage lists precautions for safe handling and storage, including incompatibilities. Section 8, Exposure controls/personal protection lists OSHA’s Permissible Exposure Limits (PELs); ACGIH Threshold Limit Values (TLVs); and any other exposure limit used or recommended by the chemical manufacturer, importer, or employer preparing the SDS where available as well as appropriate engineering controls; personal protective equipment (PPE). Section 9, Physical and chemical properties lists the chemical's characteristics. Section 10, Stability and reactivity lists chemical stability and possibility of hazardous reactions. Section 11, Toxicological information includes routes of exposure; related symptoms, acute and chronic effects; numerical measures of toxicity. Section 12, Ecological information* Section 13, Disposal considerations* Section 14, Transport information* Section 15, Regulatory information* Section 16, Other information, includes the date of preparation or last revision. *Note: Since other Agencies regulate this information, OSHA will not be enforcing Sections 12 through 15 (29 CFR 1910.1200(g)(2)). Employers must ensure that SDSs are readily accessible to employees.

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CHEMICAL COMPATIBILITY CHART

Chemical Incompatible with acetic acid chromic acid, nitric acid, perchloric acid, peroxides, permanganates

acetic anhydride Hydroxyl‐containing compounds such as ethylene glycol and perchloric acid

acetylene chlorine, bromine, copper, fluorine, silver, mercury acetone concentrated nitric and sulfuric acid mixtures

alkali and alkaline earth metals water, carbon tetrachloride or other chlorinated hydrocarbons, carbon dioxide, halogens

ammonia (anhydrous) mercury, chlorine, calcium hypochlorite, iodine, bromine, hydrofluoric acid (anhydrous)

ammonium nitrate acids, powdered metals, flammable liquids, chlorates, nitrates, sulfur, finely divided organic or combustible materials

aniline nitric acid, hydrogen peroxide arsenical materials any reducing agent

azides acids bromine see chlorine

calcium oxide water carbon (activated) calcium hypochlorite, all oxidizing agents

carbon tetrachloride sodium

chlorates ammonium salts, acids, powdered metals, sulfur, finely divided organic or combustible materials

chromic acid and chromium trioxide acetic acid, naphthalene, camphor, glycerol, alcohol, flammable liquids in general

chlorine

ammonia, acetylene, butadiene, butane, methane, propane or other petroleum gases, hydrogen, sodium carbide, benzene, finely divided metals, turpentine

chlorine dioxide ammonia, methane, phosphine, hydrogen sulfide copper acetylene, hydrogen peroxide

cumene hydroperoxide acids (organic and inorganic) cyanides acids

flammable liquids ammonium nitrate, chromic acid, hydrogen peroxide, nitric acid, sodium peroxide, halogens

fluorine everything hydrazine hydrogen peroxide, nitric acid, any other oxidant

hydrocarbons (e.g., propane, butane, benzene) fluorine, chlorine, bromine, chromic acid, sodium peroxide

hydrocyanic acid nitric acid, alkali hydrofluoric acid (aqueous or

anhydrous) ammonia (aqueous or anhydrous)

hydrogen peroxide copper, chromium, iron, most metals or their salts, alcohols, acetone, organic materials, aniline, nitromethane, combustible materials

hydrogen sulfide fuming nitric acid, oxidizing gases hypochlorites acids, activated carbon

iodine acetylene, ammonia (aqueous or anhydrous), hydrogen mercury acetylene, fulminic acid, ammonia nitrates sulfuric acid

nitric acid (concentrated) acetic acid, aniline, chromic acid, hydrocyanic acid, hydrogen sulfide, flammable liquids, flammable gases, copper, brass, any heavy metals

nitrites acids nitroparaffins inorganic bases, amines

oxalic acid silver, mercury oxygen oils, grease, hydrogen, flammable liquids, solids, or gases

perchloric acid acetic anhydride, bismuth and its alloys, alcohol, paper, wood, grease, oils

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Chemical Incompatible with

peroxides, organic acids (organic or mineral), avoid friction, store cold phosphorus (white) air, oxygen, alkalis, reducing agents

phosphorus pentoxide alcohols, strong bases, water potassium carbon tetrachloride, carbon dioxide, water

potassium chlorate sulfuric and other acids potassium perchlorate (also see

chlorates) sulfuric and other acids potassium permanganate glycerol, ethylene glycol, benzaldehyde, sulfuric acid

selenides reducing agents silver and silver salts acetylene, oxalic acid, tartaric acid, ammonium compounds, fulminic

acid sodium carbon tetrachloride, carbon dioxide, water

sodium nitrite ammonium nitrate and other ammonium salts

sodium peroxide

ethanol and methanol, glacial acetic acid, acetic anhydride, benzaldehyde, carbon disulfide, glycerin, ethylene glycol, ethyl acetate, methyl acetate, furfural

sulfides acids

sulfuric acid potassium chlorate, potassium perchlorate, potassium permanganate (and similar compounds of light metals such as sodium, lithium)

tellurides reducing agents

EPA Chemical Compatibility Chart Download: https://labsafety.jhu.edu/wp-content/uploads/2017/08/EPAChemicalCompatibilityChartRotated-copy.pdf

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General Laboratory Safety Rules and Procedures for Undergraduate Chemistry Laboratories at Texas Christian University

1. Approved eye protection must be worn at all times in the laboratory. Safety goggles must offer front, top,

bottom, and side protection. Failure to wear approved eye protection will result in ONE warning; after that, you will be expelled from the laboratory for the remainder of that lab period and assigned a grade of 0 (zero) for the day's work.

2. Approved lab coats must be worn at all times in the laboratory. 3. Long pants must be worn in the laboratory. Otherwise, you will be required to leave the lab, change clothes, and

return. In that event, no extra time will be given to complete the lab work. 4. Shoes that protect your feet from broken glass and chemicals are required. You may not wear sandals or shoes with

openings. 5. Long hair must be confined during the laboratory period. 6. No eating, drinking, or chewing is allowed in the laboratory. Deliberately tasting or smelling chemicals is strictly

forbidden. 7. The use of media devices is prohibited in the laboratory. This includes cell phones, MP3 players, and PDA's of all

types. You must be focused on your work without distractions. 8. No visitors may be present in the laboratory without special arrangements or permission. All official visitors are subject

to the same rules as students in the laboratory including wearing eye protection. 9. Horseplay, practical jokes, and/or rowdiness are not allowed in the laboratory. 10. Students are not allowed to work in the laboratory alone. The laboratory instructor or a teaching assistant must be

present at all times. 11. No unauthorized experiments will be performed. 12. Following instruction on the first day of lab. all students are required to know the locations of safety showers, eye

wash fountains, fire extinguishers, and fire blankets in the laboratory. Any non-functioning safety equipment must be reported immediately to your teaching assistant.

13. Never use mouth suction to fill a pipet. Pipet bulbs are always available in the laboratory. 14. In case of fire or spillage, call your teaching assistant at once. Accidents involving the spillage of mercury require

special handling by your laboratory instructor. 15. In the event that your skin (hands, arms, face, etc.) comes into contact with laboratory chemicals, wash the affected

area quickly and thoroughly with soap and water. Use the eye wash fountain to flush chemicals from the eyes and face. GET HELP IMMEDIATELY! Do not rub the affected area with your hands before washing, especially the face or eyes.

16. Chemical spillage over a large part of the body requires IMMEDIATE action. Flood the affected area for at least five (5) minutes using the safety shower. Remove contaminated clothing if necessary. Use a mild detergent and water only (no salves, creams, lotions, etc.). Get medical attention IMMEDIATELY!

17. Acid and base spills must be neutralized (sodium bicarbonate solution for acids; 1% acetic acid for bases) followed by washing the affected surface with plenty of water. Organic chemical spills and mercury spills must be reported IMMEDIATELY to your laboratory instructor, who will be responsible for directing the clean-up procedure.

18. Maintain an orderly arrangement of the apparatus, glassware, and materials in your work area. 19. Your laboratory instructor must be notified at once of any accident or injury even if it appears to be minor.

TCU departmental policy requires that you visit the student Health Center for all cuts, burns, or inhalation of fumes sustained in the laboratory. Your laboratory instructor will arrange for transportation and call ahead to alert the Health Center.

20. Anytime that a student is taken to the health center, the laboratory instructor must notify the Department Chair immediately. In turn, the Chair will so notify the CSE Dean's Office by e-mail and then send a follow-up report as soon as the student's condition is assessed by the Health Center.

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Special Safety Rules

Each laboratory instructor may add additional safety rules that are specific for each laboratory course.

YES NO I have completed the TCU online GENERAL SAFETY TRAINING: ☐ ☐ I, THE UNDERSIGNED, HAVE READ THESE LABORATORY SAFETY RULES AND AGREE TO OBSERVE THEM IN MY CHEMISTRY LABORATORY COURSE. Printed Name ____________________________________ Signed ____________________________________ Date ____________________________________ Return a signed copy of these rules to your laboratory instructor and retain for your own records the electronic copy that was provided to you in the syllabus. Laboratory quizzes and/or exams, including final exams will often include questions regarding laboratory safety.

General Laboratory Rules for Organic Chemistry (CHEM 30121) 1. Avoid wasting gas, water, acetone, filter paper, litmus paper and other materials. 2. Do not carry reagent bottles to your hood unless authorized. Measure out the quantity that you need and always

replace the bottle cap. Do not pour excess reagents back into the supply bottle. 3. All organic waste materials must be discarded in designated waste bottles located in Hoods A and N. Read the

label to avoid putting the wrong material in the wrong waste bottle. 4. Waste inorganic acids and bases should be diluted with a large amount of water and discarded in a sink under the

hood. 5. Acid and base spills must be neutralized (sodium bicarbonate solution for acids; 1% acetic acid for bases) followed

by washing the affected surface with plenty of water. Organic chemical spills and mercury spills must be reported immediately to your teaching assistant, who will be responsible for directing the clean-up procedure.

6. Balance pans and the balance areas must be left clean when you are finished working. 7. Maintain an orderly arrangement of the apparatus and materials in your desk and equipment drawer. 8. When leaving the laboratory, make certain that water, gas, and vacuum taps have been turned off. Electrical

appliances in the hoods must be turned off and unplugged. Special Safety Rules 1. Approved eye protection must be worn at all times in the laboratory. Safety goggles must offer front, top, bottom,

and side protection. Failure to wear approved eye protection will result in ONE warning; but after that, you will be expelled from the laboratory for the remainder of that lab period.

2. No unauthorized experiments will be performed. 3. In case of fire or accident, call your teaching assistant at once! Accidents involving the spillage of mercury require

special handling by your instructor. 4. Departmental policy requires that you visit the student health center for all cuts, burns, or inhalation of fumes

sustained in a laboratory course no matter how minor the problem may seem. Your instructor will arrange for transportation if needed.

5. Do not taste anything in the laboratory. 6. Never use mouth suction to fill a pipette. Pipette bulbs are always available in the lab. 7. Long hair must be confined during the laboratory period. 8. Short pants and garments with loose, floppy sleeves are not suitable for working in the lab. You will be asked to

leave the lab, change clothes, and return. 9. Shoes that protect your feet from broken glass and chemicals are required. NO sandals or open-toed shoes. 10. No eating, drinking, chewing is allowed. The use of cell phones and related devices is not permitted. No visitors

during the lab period.