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p-Acetylamino benzoic acid

Basic information Safety Supplier Related

p-Acetylamino benzoic acid Basic information

Product Name:
p-Acetylamino benzoic acid
Synonyms:
  • 4-(acetylamino)-benzoicaci
  • 4'-Carboxyacetanilide
  • 4-Carboxyacetanilide
  • Acedoben
  • Benzoic acid, 4-(acetylamino)-
  • Benzoic acid, 4-acetamido-
  • Benzoic acid, p-acetamido-
  • PAAB
CAS:
556-08-1
MF:
C9H9NO3
MW:
179.17
EINECS:
209-114-7
Product Categories:
  • IMUNOVIR
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
Mol File:
556-08-1.mol
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p-Acetylamino benzoic acid Chemical Properties

Melting point:
259-262 °C (dec.)(lit.)
Boiling point:
311.69°C (rough estimate)
Density 
1.2822 (rough estimate)
refractive index 
1.5600 (estimate)
storage temp. 
Store below +30°C.
pka
pK1: 4.28 (25°C)
form 
Powder
color 
Off-white to slightly beige
Water Solubility 
<0.1 g/100 mL at 21 ºC
BRN 
390602
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference
556-08-1(CAS DataBase Reference)
NIST Chemistry Reference
N-(4-Carboxyphenyl)acetic acid amide(556-08-1)
EPA Substance Registry System
Benzoic acid, 4-(acetylamino)- (556-08-1)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29242995

MSDS

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p-Acetylamino benzoic acid Usage And Synthesis

Chemical Properties

white or off-white powder or crystals

Originator

4-Acetamidobenzoic acid ,ARIAC

Uses

immune stimulant (component)

Uses

Acedoben is the acetylated derivative of p-aminobenzoic acid (PABA). Acedoben is a metabolite of the anesthetic Benzocaine (B202970).

Definition

ChEBI: A amidobenzoic acid that consists of benzoic acid bearing an acetamido substituent at position 4.

Manufacturing Process

Into a 2 L, 3-necked flask set in a tub and equipped with a stirrer, an air condenser (drying tube), thermometer, was placed 860 ml of water, 43.0 g of MgSO4 and 43.0 g of sodium acetate and heated on water bath. Into heated solution to 70°C stirring 43.0 g of N-p-tolylacetamide were added. Then 136.0 g of KMnO4 by small portions were added at 75°-80°C. The reaction mixture allow to stand for 6 h and stirring was continue till the solution became colorless. Hot solution was filtered and filtrate treated hydrochloric acid to slightly acidic pH. After that 44.0 g (85%) of p-acetoaminobenzoic acid was obtained as white precipitate, melting point 250°C.

Therapeutic Function

Antiviral

General Description

Needles or off-white powder.

Air & Water Reactions

Water insoluble.

Reactivity Profile

Simultaneously an amide and a carboxylic acid.

Fire Hazard

Flash point data for p-Acetylamino benzoic acid are not available; however, p-Acetylamino benzoic acid is probably combustible.

p-Acetylamino benzoic acid Preparation Products And Raw materials

Preparation Products

Raw materials

p-Acetylamino benzoic acidSupplier

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