Methyl 3-acetylbenzoate

Base Information

• Chemical Name: Methyl 3-acetylbenzoate
• CAS No.: 21860-07-1
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• Hs Code.: 2918300090
• European Community (EC) Number: 691-803-0
• DSSTox Substance ID: DTXSID10919674
• Nikkaji Number: J141.641C
• Wikidata: Q72466046
• Mol file: 21860-07-1.mol

Synonyms:methyl 3-acetylbenzoate;21860-07-1;3-Acetylbenzoic acid methyl ester;3-Acetyl-benzoic acid methyl ester;methyl3-acetylbenzoate;MFCD09475799;Benzoic acid, 3-acetyl-, methyl ester;methyl-3-acetylbenzoate;SCHEMBL70071;Methyl 3-acetylbenzenecarboxylate;DTXSID10919674;WAA86007;AKOS006329592;PS-5047;SY015219;CS-0044352;J-014318;3-(Methoxycarbonyl)acetophenone, 1-[3-(methoxycarbonyl)phenyl]ethan-1-one

Chemical Property of Methyl 3-acetylbenzoate

Chemical Property:

• Melting Point: 43-45 °C
• Boiling Point: 291.4±23.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.121±0.06 g/cm3(Predicted)
• LogP: 1.67580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl3-Acetylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CC=C1)C(=O)OC

Technology Process of Methyl 3-acetylbenzoate

There total 20 articles about Methyl 3-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%

3-acetylbenzoic acid (586-42-5) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 3-acetylbenzoate (21860-07-1)

Guidance literature:

In methanol; diethyl ether; toluene; at 20 ℃; for 0.166667h;

Reference yield: 97.0%

methanol (67-56-1) + 3-acetylbenzoic acid (586-42-5) → methyl 3-acetylbenzoate (21860-07-1)

Guidance literature:

With sulfuric acid; In methanol; for 26.5h; Reflux;

DOI:10.1002/cmdc.201300414

Reference yield: 92.0%

methyl coumalate (6018-41-3) + 4-methoxy-3-buten-2-one (4652-27-1) → methyl 3-acetylbenzoate (21860-07-1)

Guidance literature:

In toluene; at 200 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1039/c3gc42487a

upstream raw materials:

methanol

3-acetylbenzoic acid

diazomethane

carbon monoxide

Downstream raw materials:

methyl 3-(1,1-difluoroethyl)benzoate

methanol

methyl 3-[3-(dimethylamino)-1-oxo-2-propenyl]benzoate

C₃₀H₂₄N₂O₂S

Refernces

• 1、 Wagner, Peter J.,Siebert, Elizabeth J.. "Regioelectronic Control of Intramolecular Charge-Tranfer Quenching in Excited Triplet p-Acylbenzoate Esters". . p. 7335 - 7337. Retrieved 1981.
• 2、 Ariki, Zach,Garg, Neil K.,Kaiser, Daniel,Kelleghan, Andrew V.,Mehta, Milauni M.. "Palladium-catalyzed acetylation of arylbromides". . p. 68 - 83. Retrieved 2021/04/14.
• 3、 Shen, Guobing,Liu, Miaoqing,Lu, Jianjun,Meng, Tao. "Practical synthesis of Vistusertib (AZD2014), an ATP competitive mTOR inhibitor". supporting information. . Retrieved 2019/11/26.