586-42-5

Basic information

• Product Name: 3-ACETYLBENZOIC ACID
• Synonyms: 3'-ACETOPHENONECARBOXYLIC ACID;3-ACETYLBENZOIC ACID;ACETOPHENONE-3-CARBOXYLIC ACID;M-ACETYLBENZOIC ACID;METHYL PHENYL KETONE-M-CARBOXYLIC ACID;BENZOYL METHIDE-M-CARBOXYLIC ACID;HYPNONE-M-CARBOXYLIC ACID;RARECHEM AL BO 0046
• CAS NO: 586-42-5
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);C9;Carbonyl Compounds;Carboxylic Acids;acetylbenzoic acid
• Mol File: 586-42-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 163-171 °C
• Boiling Point: 251.61°C (rough estimate)
• Flash Point: 175.3 °C
• Appearance: White to light brown/Crystalline Powder
• Density: 1.2132 (rough estimate)
• Vapor Pressure: 2.82E-05mmHg at 25°C
• Refractive Index: 1.5380 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: pK1: 3.83 (25°C)
• CAS DataBase Reference: 3-ACETYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYLBENZOIC ACID(586-42-5)
• EPA Substance Registry System: 3-ACETYLBENZOIC ACID(586-42-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 586-42-5(Hazardous Substances Data)

Usage

Description

3-Acetylbenzoic acid, a white to light brown crystalline powder, is an organic compound with the molecular formula C9H8O3. It is a derivative of benzoic acid, featuring an acetyl group attached to the third carbon of the benzene ring. 3-ACETYLBENZOIC ACID is known for its chemical properties and versatile applications across different industries.

Uses

Used in Chemical Synthesis:
3-Acetylbenzoic acid is used as a key intermediate in the synthesis of various organic compounds. Its reactivity and functional groups make it a valuable building block for creating a range of products.
Used in Pharmaceutical Industry:
3-Acetylbenzoic acid is used as a starting material for the production of pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Preparation of 3-(2-hydroxyethyl)benzyl alcohol:
3-Acetylbenzoic acid is used as a precursor in the preparation of 3-(2-hydroxyethyl)benzyl alcohol, a compound with potential applications in the chemical and pharmaceutical industries.
Used in Preparation of Methyl 3-acetylbenzoate:
3-Acetylbenzoic acid is also utilized in the synthesis of methyl 3-acetylbenzoate, which can be employed in the fragrance industry and as a chemical intermediate for further reactions.

InChI:InChI=1/C9H8O3/c1-6(10)7-3-2-4-8(5-7)9(11)12/h2-5H,1H3,(H,11,12)/p-1

Upstream product

• 6136-68-1 3-acethylbenzonitrile 
• 1459-93-4 dimethyl Isophthalate 
• 141-78-6 ethyl acetate 
• 6781-42-6 1,3-diacetylbenzene 
• 37847-24-8 3-acetyl-benzoic acid ethyl ester 
• 585-74-0 3-Methylacetophenone 
• 22071-15-4 ketoprofen 
• 66067-43-4 3-ethylbenzophenone 
• 66067-44-5 (3-acetylphenyl)(phenyl)methanone 
• 10601-99-7 3-ethynylbenzoic acid 
• 14452-30-3 3'-iodoacetophenone 
• 144-62-7 oxalic acid 
• 124-38-9 carbon dioxide 
• 2142-63-4 1-(3-Bromophenyl)ethanone 

Downstream Products

• 21860-07-1 methyl 3-acetylbenzoate 
• 62423-73-8 3-(2-bromo-acetyl)-benzoic acid 
• 1054695-31-6 C₆₁H₈₁NO₁₅Si₂ 
• 283608-37-7 3-(1-hydroxyethyl)benzoic acid 
• 946569-97-7 3-acetylbenzoic acid 2,5-dioxopyrrolidin-1-yl ester 
• 886853-08-3 3-[(1-nitrooxy)ethyl]benzoic acid 
• 189152-62-3 3-(2-Mercapto-thiazol-4-yl)-benzoic acid 
• 161681-82-9 3-(2-Mercapto-thiazol-4-yl)-benzamide 
• 189149-33-5 [3-(2-Mercapto-thiazol-4-yl)-phenyl]-(4-methyl-piperazin-1-yl)-methanone 
• 189150-65-0 (4R,5S,6S)-3-[4-(3-Carbamoyl-phenyl)-thiazol-2-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 161681-70-5 (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-{4-[3-(4-methyl-piperazine-1-carbonyl)-phenyl]-thiazol-2-ylsulfanyl}-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 

Relevant articles and documents

Palladium aminopyridine complexes catalyzed selective benzylic C-H oxidations with peracetic acid

Four palladium(ii) complexes with tripodal ligands of the tpa family (tpa = tris(2-pyridylmethyl)amine) have been synthesized and X-ray characterized. These complexes efficiently catalyze benzylic C-H oxidation of various substrates with peracetic acid, affording the corresponding ketones in high yields (up to 100%), at 1 mol% catalyst loadings. Complex [(tpa)Pd(OAc)](PF6) with the least sterically demanding ligand tpa demonstrates the highest substrate conversions and ketone selectivities. Preliminary mechanistic data provide evidence in favor of metal complex-mediated rate-limiting benzylic C-H bond cleavage by an electron-deficient oxidant.

Carboxylation of Aromatic and Aliphatic Bromides and Triflates with CO2 by Dual Visible-Light–Nickel Catalysis

We report the efficient carboxylation of bromides and triflates with K2CO3 as the source of CO2 in the presence of an organic photocatalyst in combination with a nickel complex under visible light irradiation at room temperature. The reaction is compatible with a variety of functional groups and has been successfully applied to the synthesis and derivatization of biologically active molecules. In particular, the carboxylation of unactivated cyclic alkyl bromides proceeded well with our protocol, thus extending the scope of this transformation. Spectroscopic and spectroelectrochemical investigations indicated the generation of a Ni0 species as a catalytic reactive intermediate.

Oxalic acid as the: In situ carbon monoxide generator in palladium-catalyzed hydroxycarbonylation of arylhalides

An efficient palladium-catalyzed hydroxycarbonylation reaction of arylhalides using oxalic acid as a CO source has been developed. The reaction features high safety, low catalyst loading, and a broad substrate scope, and provides a safe and tractable approach to access a variety of aromatic carboxylic acid compounds. Mechanistic studies revealed the decomposition pattern of oxalic acid.