ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic acids 4-Acetylbenzoic acid

4-Acetylbenzoic acid

4-Acetylbenzoic acid Basic information
Uses
Product Name:4-Acetylbenzoic acid
Synonyms:Benzoic acid, 4-acetyl-;4-Acetylbenzoic acid;Aectophenone-4-carboxylic acid;Aectophenone-4-carboxylic acid;4-Acetylbenzoic acid, 98+%;4-(1-Oxoethyl)benzoic acid;p-Carboxyacetophenone;4-acetylbenzonic acid;4-Acetylbenzoci acid
CAS:586-89-0
MF:C9H8O3
MW:164.16
EINECS:209-588-5
Product Categories:intermediate;Benzoic Acids (Building Blocks for Liquid Crystals);Bifunctional Compounds (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Aromatic Acetophenones & Derivatives (substituted);Benzoic acid;Drug Intermediates
Mol File:586-89-0.mol
4-Acetylbenzoic acid Structure
4-Acetylbenzoic acid Chemical Properties
Melting point 208-210 °C(lit.)
Boiling point 251.61°C (rough estimate)
density 1.2132 (rough estimate)
refractive index 1.5380 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pkapK1: 3.70 (25°C)
form Crystals or Crystalline Powder
color White
Water Solubility soluble
BRN 2207355
InChIKeyQBHDSQZASIBAAI-UHFFFAOYSA-N
CAS DataBase Reference586-89-0(CAS DataBase Reference)
NIST Chemistry Reference4-Acetylbenzoic acid(586-89-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-37/38-36
Safety Statements 37/39-26-36-24/25
WGK Germany 3
HS Code 29183000
MSDS Information
ProviderLanguage
Acetophenone-4-carboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
4-Acetylbenzoic acid Usage And Synthesis
Uses4-Acetylbenzoic Acid is an intermediate used to prepare Curcumin Analogs with anti-oxidant activities. It is also used in the synthesis of quinuclidine benzamides as agonists of α7 nicotinic acetylcholine receptors.
Chemical PropertiesWhite to light yellow crystal powder
Uses4-Acetylbenzoic acid was used in the preparation of an ester-derivative of paclitaxel.
Synthesis Reference(s)Synthesis, p. 715, 1974 DOI: 10.1055/s-1974-23412
Purification Methods4-AcDissolve the acid in 5% aqueous NaOH, extract it with Et2O, and acidify the aqueous solution. Collect the precipitate, and recrystallise it from boiling H2O (100 parts) using decolorising charcoal [Pearson et al. J Org Chem 24 504 1959, Pearson et al. J Chem Soc 265 1957, Detweiler & Amstutz J Am Chem Soc 72 2882 1950, Bordwell & Cooper J Am Chem Soc 74 1058 1952]. [Beilstein 10 IV 2769.]
2-Acetylbenzoic acid 3-nitrophenyl ester 3-Acetyl-2-Methylbenzoic Acid 2-Methyl-3-Acetylbenzoic Acid 3,4-DIHYDRO-2,2-DIOXO-7-METHOXYCARBONYL-1-METHYLBENZO[2,1-C]THIAZIN-4-ONE 2-CHLOROANTHRAQUINONE-3-CARBOXYLIC ACID 4,4'-Carbonyldiphthalic acid N-ACETYL-L-TYROSINE ETHYL ESTER BENZOPHENONE-4,4'-DICARBOXYLIC ACID BENZOPHENONE-2,4'-DICARBOXYLIC ACID tributyl acetocitrate 3-Acetylbenzoic acid ethyl ester 7-OXO-7H-BENZO[E]PERIMIDINE-4-CARBOXYLIC ACID kyselina1-nitroanthrachinon-2-karboxylova 2-Acetylbenzoic acid 3-methylphenyl ester 4-BROMOBENZHYDROL AMMONIUM CARMINATE CARBOXYLIC ACID 2-Acetylbenzoic acid phenyl ester METHYL 4-(CYANOACETYL)BENZOATE
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