Methyl 2-phenylbutanoate

Base Information

• Chemical Name: Methyl 2-phenylbutanoate
• CAS No.: 2294-71-5
• Deprecated CAS: 127641-43-4
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.231
• Hs Code.: 2916399090
• European Community (EC) Number: 218-934-4
• DSSTox Substance ID: DTXSID70870954
• Nikkaji Number: J184.064I
• Mol file: 2294-71-5.mol

Synonyms:Methyl 2-phenylbutanoate;2294-71-5;Methyl 2-phenylbutyrate;Methyl alpha-phenylbutyrate;Benzeneacetic acid, .alpha.-ethyl-, methyl ester;Benzeneacetic acid, alpha-ethyl-, methyl ester;EINECS 218-934-4;Butyric acid, 2-phenyl-, methyl ester;Methyl2-phenylbutanoate;Methyl 2-phenylbutanoate #;Methyl .alpha.-phenylbutyrate;methyl alpha-ethylphenylacetate;SCHEMBL174166;phenylbutyric acid methyl ester;DTXSID70870954;CAA29471;AKOS008906384;2-PHENYLBUTYRIC ACID METHYL ESTER;AS-80714;FT-0613328;(.+/-.)-2-Phenylbutyric acid, methyl ester;E77576

Chemical Property of Methyl 2-phenylbutanoate

Chemical Property:

• Vapor Pressure: 0.0752mmHg at 25°C
• Melting Point: 77.5°C
• Refractive Index: 1.5167 (estimate)
• Boiling Point: 228°Cat760mmHg
• Flash Point: 93.6°C
• PSA: 26.30000
• Density: 1.012g/cm³
• LogP: 2.35320
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-phenylbutanoate

There total 65 articles about Methyl 2-phenylbutanoate 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: 98.0%

methanol (67-56-1) + 2-Phenylbutyric acid (90-27-7) → methyl 2-phenylbutanoate (2294-71-5)

Guidance literature:

With sulfuric acid; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/op4001548

Reference yield: 97.0%

methyl O-acetylmandalate (86561-27-5) + ethyl iodide (75-03-6) → methyl 2-phenylbutanoate (2294-71-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-1-naphthalenamine; sodium; for 0.5h;

DOI:10.1016/S0040-4039(01)90468-X

Reference yield: 89.0%

Methyl phenyldiazoacetate (22979-35-7) + diethylzinc (557-20-0) → methyl 2-phenylbutanoate (2294-71-5)

Guidance literature:

With dirhodium tetrakis(2-ethyl-2-isopropyl-3-methylbutanoate); In toluene; at 20 ℃; for 4h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01836

upstream raw materials:

methanol

Methyl (2RS)-2-phenylbutyrimidate hydrochloride

2-Phenylbutyric acid

5-ethyl-2-methoxy-5-phenyl-oxazolidin-4-one

Downstream raw materials:

(+)-(S)-methyl 2-phenylbutanoate

(-)-(R)-2-phenyl-butyric acid methyl ester

1-benzyloxy-3-ethyl-3-phenyl-azetidin-2-one

2-phenylbutan-1-ol

Refernces

• 1、 Wang, Peng-Fei,Yu, Jiao,Guo, Kai-Xin,Jiang, Sheng-Peng,Chen, Ji-Jun,Gu, Qiang-Shuai,Liu, Ji-Ren,Hong, Xin,Li, Zhong-Liang,Liu, Xin-Yuan. "Design of Hemilabile N,N,N-Ligands in Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Benzyl/Propargyl Halides with Alkenylboronate Esters". . p. 6442 - 6452. Retrieved 2022/04/19.
• 2、 Deng, Xiao-Jun,Liu, Hui-Xia,Zhang, Lu-Wen,Zhang, Guan-Yu,Yu, Zhi-Xiang,He, Wei. "Iodoarene-Catalyzed Oxyamination of Unactivated Alkenes to Synthesize 5-Imino-2-Tetrahydrofuranyl Methanamine Derivatives". . p. 235 - 253. Retrieved 2021/01/09.