preparation of acetanilide
TRANSCRIPT
![Page 1: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/1.jpg)
Synthesis of Dye para Red from AnilineVia a Multi step sequence
Step 1:preparation of acetanilide
prepared by :Aras Jabar
Shaxawan Rahim & Tishko Mhamad
University of slemani
School of science
Chemistry department
![Page 2: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/2.jpg)
Content
• Introduction
• Reactions
• Mechanism
• I.R spectrum
• NMR 1H Estimation
• Property
• Uses
• Toxicology
![Page 3: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/3.jpg)
introduction
• Para Red is prepared by diazotisation of para-nitroaniline at ice-cold temperatures, followed by coupling with β-naphthol
• Chemical formula:C16H11N3O3
• Molar mass: 293.28gm/mol
• Appearance: Red solid
• Melting point: 248 to 252 °C
![Page 4: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/4.jpg)
Reaction of synthesis Azo Dye para red
Nitric acid will react with NH2 to form a salt or it will oxidise the NH2 to NO2
![Page 5: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/5.jpg)
Synthesis of acetanalide
![Page 6: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/6.jpg)
Mechanism of acetylation reaction:
![Page 7: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/7.jpg)
Mechanism of acetylation reaction by using acid catalyst:
![Page 8: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/8.jpg)
I.R spectrum
IR for reactant(aniline) IR for product(Acetanilide)
![Page 9: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/9.jpg)
NMR 1H Estimation
![Page 10: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/10.jpg)
NMR 1H Estimation
![Page 11: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/11.jpg)
Chemical and physical properties of acetanilide
Appearance: It is a white solid with a flaky appearance.Odor: This is an odorless compound.Solubility: Acetanilide is a little soluble in water. It is also
soluble in diethyl ether, ethanol, benzene and acetone.Molecular Weight: Its molecular weight is 135.17 g/mol.Melting Point: It has a melting point of 114.3 °C.Boiling Point: The boiling point for this substance is 304
°C.Density: The density of Acetanilide is 1.219 g/ cm3.Specific Gravity: It has a specific gravity of 1.214.
![Page 12: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/12.jpg)
Uses
• It has application as an inhibitor in hydrogen peroxide.
• This compound is also used for stabilizing cellulose ester varnishes.
• It is applied in the intermediation in accelerator synthesis of rubber.
• This organic compound is used for manufacturing 4-acetamidobenzenesulfonyl chloride which is one of the key ingredients for producing sulfa drugs.
• This compound is used as a precursor for synthesizing pharmaceuticals like penicillin.
• It was experimentally used as a photographic developer in the 19th century.
![Page 13: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/13.jpg)
Toxicology
Direct skin and eye contact will result in severe irritation. It can cause skin allergies and irritation of the respiratory tract. More serious effects may include blood abnormalities. This organic powder targets different human organs including blood, central nervous system, kidney and skin
![Page 14: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/14.jpg)
procedure:
![Page 15: preparation of acetanilide](https://reader033.vdocuments.us/reader033/viewer/2022050614/58aba0e91a28abdf3c8b495f/html5/thumbnails/15.jpg)
Thank you for
listening