The University of North Carolina at Pembroke Department of Chemistry and Physics, POB 1510

Pembroke, North Carolina 28372-1510 Phone: 910-521-6247

Fax: 910-521-6638 Web: http://www.uncp.edu/chem_phy

Course CHM 2510-700 “Organic Chemistry II Laboratory”

Term 2016 Fall Semester

Professor Paul A. Flowers office: Oxendine 3221, phone 521-6424 email: paul.flowers@uncp.edu web page

Meetings M 10:10 am – 1:00 pm in SCI 3115

Office Hours see schedule at Prof. Flowers’ web site

Course Materials

lab manual: Williamson, K., Minard, R. D., Master, K.M. Macroscale and Microscale Organic

Experiments, 5th Ed. Houghton Mifflin Harcourt: Boston, 2008.

lab notebook: glue-or-stitched backing (not spiral, perforated, etc.), aka “composition” style

PPE: safety glasses or goggles (required); lab coat (required, fire-resistant recommended)

software for chemical structure drawing: for example, the freeware MarvinSketch

https://www.chemaxon.com/products/marvin/marvinsketch/?gclid=CK7N-

vrc_c0CFcYehgodGjUMMg

Description This is the companion laboratory for the second-semester course in organic chemistry and involves activities related to the synthesis, characterization and identification of organic compounds.

Objectives and Format

The assignments in this course are aimed at developing students’ theoretical and practical knowledge in the discipline of organic chemistry; increasing their proficiency in the technical skills associated with common methods of compound synthesis, characterization and identification; and honing auxiliary skills in data analysis and presentation, technical writing, and oral communication. This course will employ a traditional “face-to-face” format involving individual or team laboratory work with close professor supervision. Departmental lab safety regulations will be strictly enforced at all times – violations may result in dismissal from the lab session and a score of zero for the missed work. The Blackboard course delivery platform will be used to disseminate course materials and to submit graded assignments. Preparation for the lab meetings and completion of the various graded assignments in this course will require on average three hours of effort weekly outside of the scheduled meetings.

ADA Access Federal laws require UNCP to accommodate students with documented learning, physical, chronic health, psychological, visual or hearing disabilities. In post-secondary school settings, academic accommodations are not automatic; to receive accommodations, students must make a formal request and must supply documentation from a qualified professional to support that request. Students who believe they qualify must contact the Accessibility Resource Center (ARC) in DF Lowry Building, Room 107 or call 910-521-6695 to begin the accommodation process. All discussions remain confidential. Accommodations cannot be provided retroactively. More information for students about the services provided by ARC and the accommodation process may be found at http://www.uncp.edu/arc.

Assignments

& Grading

Performance on a variety of assignments will be evaluated to determine students’ lab scores in this course. These graded components are described below, with additional details provided at the course Blackboard site:

assignments

objectives / basis

for evaluation

point value

laboratory work for ten (10) experimental projects

increased technical proficiency, effective written communication – arriving promptly and prepared for each lab meeting; working safely, continually and earnestly during the meeting; appropriately documenting all efforts in a laboratory notebook (evaluated weekly per provided guidelines)

10 @ 3 pt/ea

30 pt

ten (10) laboratory reports increased theoretical and practical knowledge, effective written communication – prompt submission of written laboratory reports prepared according to provided guidelines

10 @ 5 pt/ea

50 pt

final exam increased theoretical and practical knowledge – responses to items on a written examination based on concepts covered in the ten lab projects

20 pt

total possible points 100 pt

Students’ lab scores will be provided as a percentage of total points earned to the CHM 2510-001 course professor (Dr. Smith) for her use in computing the lab portion of student grades for the CHM 2510 course. Per Dr. Smith’s syllabus, the lab portion of the overall course grade is weighted at 25 %.

Honor Code Students are expected to read and strictly adhere to the UNCP Honor Code (see pp. 70-73 of the UNCP catalog).

Attendance The campus-wide policy on class attendance is described on p. 69 of the UNCP catalog, and the policy on religious holiday observance is available via this link. Attendance of all meetings is an expectation and will likely be necessary to learn the material and perform well on the graded assignments. Students will be responsible for signing an attendance roster at each lab meeting. Provisions for completing any work missed due to an absence will be made only for compelling reasons described in a written request that is submitted to the professor either in advance or within 24 hours of the absence.

Schedule

Dates Activity

(Lab Manual Reference)

22 Aug organizational meeting, review syllabus, course Blackboard site, lab safety (#1,2)

29 Aug lab project 1: microscale nitration of methyl benzoate (#28, exp. 1)

12 Sep lab project 2: Diels-Alder reaction: synthesis of hexaphenylbenzene (#52, exp. 2, microscale procedure)

19 Sep lab project 3: infrared (IR) spectrometry and nuclear magnetic resonance (NMR) spectrometry (#11 and #12)

26 Sep lab project 4: “dry lab”, identification of unknown using IR and NMR (handout posted on Blackboard)

3 Oct lab project 5: gas chromatography-mass spectrometry (GCMS) (handout posted on Blackboard)

10 Oct lab project 6: Wittig reaction (handout posted on Blackboard)

17 Oct lab project 7: synthesis of aspirin (#41, microscale procedure)

24 Oct lab project 7 (continued): IR, MS and NMR characterization of product

31 Oct lab project 8: preparation of biodiesel (handout posted on Blackboard)

7 Nov lab project 8 (continued): IR, GCMS and NMR characterization of product

14 Nov lab project 9: synthesis of dibenzylacetone by Aldol condensation (#37, microscale procedure)

21 Nov lab project 10: synthesis of azo dyes (#46, pt. 1, exp. 1 microscale procedure & exp. 2)

28 Nov wrap up session

5 Dec lab final exam, 10:45 am – 1:15 pm, location TBA

This publication is available in alternative formats upon request. Please contact Disability Support Services, DF Lowry Building, 910-521-6695.

The course professor may amend this syllabus as needed to accommodate unforeseen issues impacting the academic quality of the course and reasonable expectations of student success. Students will be notified of any such amendments in a timely manner. This publication is available in alternative formats upon request. Please contact the Accessibility Resource Center in the D. F. Lowry Building, 521-6695.