p-Acetylamino benzoic acid

p-Acetylamino benzoic acid Basic information
Product Name:p-Acetylamino benzoic acid
Synonyms:4-(acetylamino)-benzoicaci;4'-Carboxyacetanilide;4-Carboxyacetanilide;Benzoic acid, 4-(acetylamino)-;Benzoic acid, 4-acetamido-;Benzoic acid, p-acetamido-;p-Acetoaminobenzoic acid;p-Carboxyacetanilide
CAS:556-08-1
MF:C9H9NO3
MW:179.17
EINECS:209-114-7
Product Categories:IMUNOVIR;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;556-08-1
Mol File:556-08-1.mol
p-Acetylamino benzoic acid Structure
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. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Powder
pkapK1: 4.28 (25°C)
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 Reference556-08-1(CAS DataBase Reference)
NIST Chemistry ReferenceN-(4-Carboxyphenyl)acetic acid amide(556-08-1)
EPA Substance Registry SystemBenzoic acid, 4-(acetylamino)- (556-08-1)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
WGK Germany 3
TSCA Yes
HS Code 29242995
MSDS Information
ProviderLanguage
Acetylated PABA English
SigmaAldrich English
ACROS English
ALFA English
p-Acetylamino benzoic acid Usage And Synthesis
Chemical Propertieswhite or off-white powder or crystals
Originator4-Acetamidobenzoic acid ,ARIAC
UsesAcedoben is the acetylated derivative of p-aminobenzoic acid (PABA). Acedoben is a metabolite of the anesthetic Benzocaine (B202970).
Usesimmune stimulant (component)
DefinitionChEBI: A amidobenzoic acid that consists of benzoic acid bearing an acetamido substituent at position 4.
Manufacturing ProcessInto 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 FunctionAntiviral
General DescriptionNeedles or off-white powder.
Air & Water ReactionsWater insoluble.
Reactivity ProfileSimultaneously an amide and a carboxylic acid.
Fire HazardFlash point data for p-Acetylamino benzoic acid are not available; however, p-Acetylamino benzoic acid is probably combustible.
Ethyl 4-acetaminophenylacetate Acetyl-resveratrol 4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzoic acid 3-(2-CHLORO-ACETYLAMINO)-BENZOIC ACID Ethyl 2-(Chlorosulfonyl)acetate AQUANTRAAL Ascoric Acid 2-(Acetylamino)benzoic acid ethyl ester 3,5-BIS(ACETYLAMINO)BENZOIC ACID 4-Chloro-3-[2-(p-methoxyphenylcarbonyl)acetylamino]benzoic acid dodecyl ester 3-(2-CHLORO-ACETYLAMINO)-BENZOIC ACID METHYL ESTER N10-(TRIFLUOROACETYL)PTEROIC ACID 3-[2-(4-METHYL-4H-[1,2,4]TRIAZOL-3-YLSULFANYL)-ACETYLAMINO]-BENZOIC ACID 2-[[(2-Methylphenyl)oxy]acetylamino]benzoic acid 2-[2-(3-FORMYL-INDOL-1-YL)-ACETYLAMINO]-BENZOIC ACID BENZOICACID 2-(2-CHLORO-ACETYLAMINO)-BENZOIC ACID p-Acetylamino benzoic acid

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