METHYL 4-ACETYLBENZOATE

Base Information

• Chemical Name: METHYL 4-ACETYLBENZOATE
• CAS No.: 3609-53-8
• Molecular Formula: C10H10O3
• Molecular Weight: 178.188
• Hs Code.: 29183000
• Mol file: 3609-53-8.mol

Synonyms:NSC 49140;p-(Methoxycarbonyl)acetophenone;Methyl 4-acetylbenzoate;Methyl p-acetylbenzoate;4-Carbomethoxyacetophenone;4-Acetylbenzoic acid methyl ester;Benzoicacid, p-acetyl-, methyl ester (6CI,7CI,8CI);

Chemical Property of METHYL 4-ACETYLBENZOATE

Chemical Property:

• Appearance/Colour: White to pale yellow amorphous powder
• Vapor Pressure: 0.00151mmHg at 25°C
• Melting Point: 93-96 °C(lit.)
• Refractive Index: 1.516
• Boiling Point: 295.6 °C at 760 mmHg
• Flash Point: 129.3 °C
• PSA: 43.37000
• Density: 1.121 g/cm³
• LogP: 1.67580
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Methyl 4-Acetylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4-acetylbenzoate is an aromatic ketone that can be prepared from 4-bromoacetophenone. Methyl 4-acetylbenzoate may be used in the preparation of 4-methoxycarbonyl-α-oxo-benzeneacetic acid and methyl 4-(2-(2-methylimidazo[1,2-a]pyridin-3-yl)-2-oxoacetyl)benzoate. Methyl 4-Acetylbenzoate is used in the preparation of trisubstituted pyrazoles as novel hepatitis C virus entry inhibitors. Methyl 4-acetylbenzoate may be used in the preparation of 4-methoxycarbonyl-α-oxo-benzeneacetic acid and methyl 4-(2-(2-methylimidazo[1,2-a]pyridin-3-yl)-2-oxoacetyl)benzoate.

Technology Process of METHYL 4-ACETYLBENZOATE

There total 88 articles about METHYL 4-ACETYLBENZOATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + para-chloroacetophenone (99-91-2) → methyl 4-acetylbenzoate (3609-53-8)

Guidance literature:

With sodium acetate; (2,2-dimethylpropane-1,3-diyl)bis(diphenylphosphane); palladium diacetate; In toluene; at 130 ℃; for 16h; under 4500.45 - 6000.6 Torr; Product distribution / selectivity; Inert atmosphere;

Reference yield: 99.0%

methyl 4-(1-hydroxy ethyl)benzoate (84851-56-9) → methyl 4-acetylbenzoate (3609-53-8)

Guidance literature:

With oxygen; C₄₃H₃₄N₂Pt; In acetonitrile; at 25 ℃; for 12h; Irradiation;

DOI:10.1002/asia.202100756

Reference yield: 98.0%

4-ethynylbenzoic acid methyl ester (3034-86-4) → methyl 4-acetylbenzoate (3609-53-8)

Guidance literature:

With 5,10,15-tris(pentafluorophenyl)corrole cobalt(III) triphenyl phosphine; sulfuric acid; water; In methanol; at 80 ℃; for 36h;

DOI:10.1016/j.tetlet.2020.152426

upstream raw materials:

methanol

4-acetyl-benzoic acid

4-ethyl-benzoic acid methyl ester

diazomethane

Downstream raw materials:

methyl p-(1-hydroxy-1,5-dimethyl-5-hexen-3-ynyl)benzoate

4-(1-methylethenyl)benzoic acid methyl ester

acetophenone

4-ethyl-benzoic acid methyl ester

Refernces

• 1、 Niu, Kaikai,Shi, Xiaodi,Ding, Ling,Liu, Yuxiu,Song, Hongjian,Wang, Qingmin. "HCl-Catalyzed Aerobic Oxidation of Alkylarenes to Carbonyls". . . Retrieved 2021/12/13.
• 2、 Ashbrook, Chloe,Carnell, Andrew J.,Goulding, Ellie,Hatton, Harry,Johnson, James R.,Kershaw, Neil M.,McCue, Hannah V.,Rigden, Daniel J.,Ward, Lucy C.. "Carboxyl Methyltransferase Catalysed Formation of Mono- and Dimethyl Esters under Aqueous Conditions: Application in Cascade Biocatalysis". supporting information. . Retrieved 2022/02/21.