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p-Acetotoluidide

CAS No.
103-89-9
Chemical Name:
p-Acetotoluidide
Synonyms
NSC 7644;4-Acetotoluide;p-Acetotoluide;p-Tolyacetamide;P-TOLYLACETAMIDE;P-ACETOTOLUIDINE;P-ACETOTOLUIDIDE;ACET-P-TOLUIDINE;4-ACETOTOLUIDINE;4-Acetotoluidide
CBNumber:
CB4703774
Molecular Formula:
C9H11NO
Molecular Weight:
149.19
MDL Number:
MFCD00008677
MOL File:
103-89-9.mol
MSDS File:
SDS
Last updated:2023-08-09 17:41:26

p-Acetotoluidide 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)
form Crystals or Crystalline Powder
pka 15.13±0.70(Predicted)
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)
EWG's Food Scores 1
FDA UNII N36D4JN82T
NIST Chemistry Reference Acetamide, N-(4-methylphenyl)-(103-89-9)
EPA Substance Registry System p-Acetotoluidide (103-89-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
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
NFPA 704
1
2 0

p-Acetotoluidide price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00077 4′-Methylacetanilide for synthesis 103-89-9 250g $131 2024-03-01 Buy
Sigma-Aldrich 307076 4′-Methylacetanilide 99% 103-89-9 10g $25.7 2023-01-07 Buy
Sigma-Aldrich 307076 4′-Methylacetanilide 99% 103-89-9 100g $90.7 2023-01-07 Buy
TCI Chemical A0064 p-Acetotoluidine >98.0%(GC) 103-89-9 25g $58 2024-03-01 Buy
TCI Chemical A0064 p-Acetotoluidine >98.0%(GC) 103-89-9 100g $173 2024-03-01 Buy
Product number Packaging Price Buy
8.00077 250g $131 Buy
307076 10g $25.7 Buy
307076 100g $90.7 Buy
A0064 25g $58 Buy
A0064 100g $173 Buy

p-Acetotoluidide Chemical Properties,Uses,Production

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).

Uses

4′-Methylacetanilide was used in the synthesis of stable crystalline phosphorus ylides.

Definition

ChEBI: 4-acetamidotoluene is a member of the class of toluenes that is 4-aminotoluene in which one of the hydrogens attached to the amino group has been replaced by an acetyl group. It is a member of toluenes and a member of acetamides. It is functionally related to a p-toluidine.

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.

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View Lastest Price from p-Acetotoluidide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
p-Acetotoluidide pictures 2023-08-10 p-Acetotoluidide
103-89-9
US $9.00 / KG 1KG 99.9 1 ton Hebei Guanlang Biotechnology Co,.LTD
p-Acetotoluidide pictures 2019-12-26 p-Acetotoluidide
103-89-9
US $1.00 / KG 1KG 99% 800kg Career Henan Chemical Co
N-(4-METHYLPHENYL)ACETAMIDE N-ACETYL-P-TOLUIDINE N-P-TOLYLACETAMIDE P-ACETOTOLUIDIDE P-ACETOTOLUIDINE P-TOLYLACETAMIDE P-METHYLACETANILDE 4-(N-ACETYL)AMINOTOLUENE NSC 7644 N-Acetyl-p-toluidine 4'-Methylacetanilide 4'-METHYLACETANILIDE FOR SYNTHESIS p-Acetotoluidine 4'-Methylacetanilide 99% 4-methylacetanilde 4-Methylacetaniline ACETYL-P-TOLUIDINE ACETIC ACID P-TOLUIDIDE ACETO-P-AMINOTOLUENE ACET-P-TOLUIDINE 4-ACETOTOLUIDINE 4-ACETAMIDOTOLUENE 4'-METHYLACETANILIDE 4-METHYLACETANILIDE 1-Acetamido-4-methylbenzene 4-(Acetylamino)toluene 4-Acetotoluide 4-Acetotoluidide 4'-Methylacetanilidehyde Acetamide,N-(4-methylphenyl)- Acet-p-toluidide N-(p-Methylphenyl)acetamide n-(4-methylphenyl)-acetamid N-Acetyl-p-toluidide p-Acetamidotoluene p-Acetotoluide p-Methylacetanilide p-Tolyacetamide N-ACETO-4-TOLUIDINE N-ACETYL-PARA-TOLUIDINE ACETYL-PARA-TOLUIDINE p-Acetotoluidide ,99% 4-Methylacetanilide, 98+% 4-Methyl Acetyl Aniline p-Acetotoluidide, 98.5% p-Acetotoluidine > 4'-Methylacetanilide 103-89-9 Organic Building Blocks Nitrogen Compounds Protected Amines Building Blocks Aromatics Miscellaneous Reagents Anilines, Amides & Amines 1