Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Amide >  p-Acetotoluidide

p-Acetotoluidide

Basic information Safety Supplier Related

p-Acetotoluidide Basic information

Product Name:
p-Acetotoluidide
Synonyms:
  • N-(4-METHYLPHENYL)ACETAMIDE
  • N-ACETYL-P-TOLUIDINE
  • N-P-TOLYLACETAMIDE
  • P-ACETOTOLUIDIDE
  • P-ACETOTOLUIDINE
  • P-TOLYLACETAMIDE
  • P-METHYLACETANILDE
  • 4-(N-ACETYL)AMINOTOLUENE
CAS:
103-89-9
MF:
C9H11NO
MW:
149.19
EINECS:
203-155-4
Product Categories:
  • Aromatics
  • Miscellaneous Reagents
  • Anilines, Amides & Amines
Mol File:
103-89-9.mol
More
Less

p-Acetotoluidide Chemical Properties

Melting point:
149-151 °C(lit.)
Boiling point:
307 °C(lit.)
Density 
1.21
vapor density 
5.14
refractive index 
1.5279 (estimate)
Flash point:
168 °C
storage temp. 
Store below +30°C.
solubility 
1.2g/l (experimental)
pka
15.13±0.70(Predicted)
form 
Crystals or Crystalline Powder
color 
Beige to light brown
Water Solubility 
1 g/L (25 ºC)
Merck 
14,74
BRN 
607036
InChIKey
YICAMJWHIUMFDI-UHFFFAOYSA-N
CAS DataBase Reference
103-89-9(CAS DataBase Reference)
NIST Chemistry Reference
Acetamide, N-(4-methylphenyl)-(103-89-9)
EPA Substance Registry System
p-Acetotoluidide (103-89-9)
More
Less

Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
AN2930000
TSCA 
Yes
HS Code 
29242995
Toxicity
LD50 orl-rat: 2640 mg/kg MarJV# 29MAR77

MSDS

More
Less

p-Acetotoluidide Usage And Synthesis

Description

p-Acetotoluidide is an off-white to brown flake, odourless, solid or crystalline powder (pure form), which is soluble in hot water, alcohol, ether, chloroform, acetone, glycerol, and benzene. It is combustible and undergoes self-ignition (at 5450°C) but is otherwise stable under most conditions. p-Acetanilide on decomposition releases carbon monoxide, oxides of nitrogen, carbon dioxide, and toxic fumes. p-Acetanilide is used as an inhibitor of peroxides and stabiliser for cellulose ester varnishes. It is used as an intermediate for the synthesis of rubber accelerators, dyes and dye intermediate, and camphor. It is also used as a precursor in penicillin synthesis and other pharmaceuticals including painkillers and intermediates. Phenylacetamide structure shows analgesic and antipyretic effects. But acetanilide is not used directly for this application due to causing methemoglobinemia (the presence of excessive methemoglobin which does not function reversibly as an oxygen carrier in the blood).

Chemical Properties

BEIGE TO LIGHT BROWN CRYSTALS OR CRYST. POWDER

Chemical Properties

p-Acetotoluidide is an off-white to brown fl ake, odorless, solid or crystalline powder (pure form), soluble in hot water alcohol, ether, chloroform, acetone, glycerol, and benzene. It is combustible and undergoes self-ignition (at 545°C), but is otherwise stable under most conditions. On decomposition, p-acetanilide releases carbon monoxide, oxides of nitrogen, carbon dioxide, and toxic fumes. p-Acetanilide is used as an inhibitor of peroxides and a stabilizer for cellulose ester varnishes. It is used as an intermediate for the synthesis of rubber accelerators, dyes and dye intermediate, and camphor. It is also used as a precursor in penicillin synthesis and other pharmaceuticals, including painkillers and intermediates. Phenylacetamide structure shows analgesic and antipyretic effects. But acetanilide is not used directly for this application because it causes methemoglobinemia (the presence of excessive methemoglobin that does not function reversibly as an oxygen carrier in the blood).

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5092, 1955 DOI: 10.1021/ja01624a042
Organic Syntheses, Coll. Vol. 1, p. 111, 1941
Synthesis, p. 118, 1977

General Description

Colorless needles.

Air & Water Reactions

Water insoluble.

Reactivity Profile

4'-Methylacetanilide is an amide. Flammable gases are formed by the reaction of organic amides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 4'-Methylacetanilide emits toxic fumes.

Health Hazard

Exposures to p-acetotoluidide through ingestion or inhalation cause potential health effects. The symptoms of toxicity include, but are not limited to, irritation to the eyes and redness of the skin, wheezing, cough, shortness of breath, or burning in the mouth, throat, or chest, and respiratory tract irritation.

Safety Profile

Moderately toxic by ingestion. See also ACETANILIDE. Combustible. When heated to decomposition it emits toxic fumes of NO,. To fight fire, use water, foam, CO2, dry chemical

storage

p-Acetanilide should be kept stored in a cool, dry place with the container closed when not in use

Purification Methods

Crystallise it from aqueous EtOH. [Beilstein 12 H 920, 12 I 420, 12 II 501, 12 III 2051, 12 IV 1902.]

Precautions

During handling and use of p-aetotoluidide, proper personal protective equipment should be worn. Avoid contact with the eyes, skin, and clothing. Avoid ingestion and inhalation. On accidental exposure at the workplace, workers should immediately fl ush the eyes and exposed part of the body with plenty of water. Workers should avoid using the contaminated clothing and shoes.

p-Acetotoluidide Preparation Products And Raw materials

Preparation Products

p-AcetotoluidideSupplier

Zibo Qichuan Run Chemical Co., Ltd. Gold
Tel
18553314927
Email
77402664@qq.com
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
21-61259100-
Email
sh@meryer.com
Alfa Aesar
Tel
400-610-6006; 021-67582000
Email
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Email
Sales-CN@TCIchemicals.com