4-(3-Methylphenyl)-4-oxobutyric acid

Base Information

• Chemical Name: 4-(3-Methylphenyl)-4-oxobutyric acid
• CAS No.: 59618-44-9
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2918300090
• European Community (EC) Number: 675-340-1
• DSSTox Substance ID: DTXSID90374984
• Nikkaji Number: J3.548.661E
• Wikidata: Q82163541
• Mol file: 59618-44-9.mol

Synonyms:4-(3-Methylphenyl)-4-oxobutyric acid;59618-44-9;4-(3-methylphenyl)-4-oxobutanoic acid;4-Oxo-4-(m-tolyl)butanoic acid;3-(m-toluoyl)propionic acid;4-oxo-4-m-tolylbutanoic acid;SCHEMBL4937541;4-Oxo-4-(m-tolyl)butanoicacid;DTXSID90374984;NZHPMZMVALJALH-UHFFFAOYSA-N;3-(5-methylbenzoyl)propionic acid;MFCD01320043;AKOS010909479;4-Oxo-4-(3-methylphenyl)butanoic acid;J3.548.661E;E80294;F9994-5206

Chemical Property of 4-(3-Methylphenyl)-4-oxobutyric acid

Chemical Property:

• Vapor Pressure: 2.01E-06mmHg at 25°C
• Melting Point: 100-104°C
• Boiling Point: 379.1°C at 760 mmHg
• PKA: 4.56±0.17(Predicted)
• Flash Point: 197.2°C
• PSA: 54.37000
• Density: 1.165g/cm³
• LogP: 2.04250
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

98%Min ^*data from raw suppliers

4-(3-METHYLPHENYL)-4-OXOBUTYRICACID ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(=O)CCC(=O)O

Technology Process of 4-(3-Methylphenyl)-4-oxobutyric acid

There total 14 articles about 4-(3-Methylphenyl)-4-oxobutyric acid 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: 86.0%

1-(3-methylphenyl)-1,4-butanediol (502610-58-4) → 4-(3-methylphenyl)-4-oxobutanoic acid (59618-44-9)

Guidance literature:

With jones reagent; In acetone; at 20 ℃; for 0.666667h;

DOI:10.1248/cpb.50.1407

Reference yield: 82.6%

3-oxo-3-m-tolyl-1-cyanopropane (84498-32-8) → 4-(3-methylphenyl)-4-oxobutanoic acid (59618-44-9)

Guidance literature:

With sodium hydroxide; for 16h; Heating;

Reference yield: 74.4%

4-(3-methylphenyl)-4-oxo-2-butenoic Acid (118540-56-0) → 4-(3-methylphenyl)-4-oxobutanoic acid (59618-44-9)

Guidance literature:

With zinc; In water; acetic acid; for 3h; Ambient temperature;

DOI:10.1248/cpb.36.2050

upstream raw materials:

methyl 4-oxo-4-(m-tolyl)butanoate

3-oxo-3-m-tolyl-1-cyanopropane

4-(3-methylphenyl)-4-oxo-2-butenoic Acid

3-Methylbenzoyl chloride

Downstream raw materials:

5-methyl-1-tetralone

Refernces

• 1、 Shi, Yongjie,Tan, Xuefeng,Gao, Shuang,Zhang, Yao,Wang, Jingxin,Zhang, Xumu,Yin, Qin. "Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters". supporting information. p. 2707 - 2713. Retrieved 2020/03/30.
• 2、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". supporting information. p. 8757 - 8760. Retrieved 2016/07/15.