Benzeneacetic acid, a-cyano-, methyl ester

Base Information

• Chemical Name: Benzeneacetic acid, a-cyano-, methyl ester
• CAS No.: 30698-30-7
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Mol file: 30698-30-7.mol

Synonyms:isocyanoacetate;methyl α-cyanophenylacetate;methyl (2-cyano-2-phenyl)acetate;Methyl 2-cyano-2-phenylacetate;Methyl Phenylcyanoacetate;methyl (2RS)-2-phenylcyanoacetate;

Chemical Property of Benzeneacetic acid, a-cyano-, methyl ester

Chemical Property:

• Boiling Point: 148-151 °C(Press: 13 Torr)
• PSA: 50.09000
• Density: 1.145±0.06 g/cm3(Predicted)
• LogP: 1.46678

Purity/Quality:

99% ^*data from raw suppliers

methyl2-cyano-2-phenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneacetic acid, a-cyano-, methyl ester

There total 13 articles about Benzeneacetic acid, a-cyano-, methyl ester 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: 95.0%

phenylacetonitrile (140-29-4) + carbonic acid dimethyl ester (616-38-6) → methyl 2-cyano-2-phenylacetate (30698-30-7)

Guidance literature:

With sodium hydride; In toluene; mineral oil; at 20 - 80 ℃; for 1.5h;

DOI:10.1039/b802447b

Reference yield: 88.0%

Methyl phenyldiazoacetate (22979-35-7) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → methyl 2-cyano-2-phenylacetate (30698-30-7)

Guidance literature:

With tetrakis(actonitrile)copper(I) hexafluorophosphate; trimethylsilyl cyanide; In dichloromethane; at 25 ℃; Inert atmosphere;

DOI:10.1021/jo100356d

Reference yield: 88.0%

trimethylsilyl cyanide (7677-24-9) + Methyl phenyldiazoacetate (22979-35-7) → methyl 2-cyano-2-phenylacetate (30698-30-7)

Guidance literature:

With C₄₂H₅₁N₅O₃S*BrH; copper(I) bromide; tert-butyl alcohol; In dichloromethane; at 30 ℃; for 2h; Reagent/catalyst; Molecular sieve;

DOI:10.1039/c9cc09521g

upstream raw materials:

phenylacetonitrile

carbonic acid dimethyl ester

2-phenyl-3,3-dichloroacrylonitrile

sodium methylate

Downstream raw materials:

Cyan-phenyl-essigsaeure-dimethylamid

2,3-Dicyano-2-[4-(cyano-methoxycarbonyl-phenyl-methyl)-phenyl]-3-phenyl-succinic acid dimethyl ester

2,3-dicyano-2,3-diphenylsuccinic acid, dimethyl ester

methyl 3-tert-butylimino 2-cyano 2-phenyl 3-phenylthiopropanoate

Refernces

• 1、 Oh, Sangmi,Libardo, M. Daben J.,Azeeza, Shaik,Pauly, Gary T.,Roma, Jose Santinni O.,Sajid, Andaleeb,Tateishi, Yoshitaka,Duncombe, Caroline,Goodwin, Michael,Ioerger, Thomas R.,Wyatt, Paul G.,Ray, Peter C.,Gray, David W.,Boshoff, Helena I. M.,Barry, Clifton E.. "Structure-Activity Relationships of Pyrazolo[1,5- a]pyrimidin-7(4 H)-ones as Antitubercular Agents". . p. 479 - 492. Retrieved 2021/01/26.
• 2、 Zhang, Dapeng,Lian, Mingming,Liu, Jia,Tang, Shukun,Liu, Guangzhi,Ma, Cunfei,Meng, Qingwei,Peng, Haisheng,Zhu, Daling. "Preparation of O-Protected Cyanohydrins by Aerobic Oxidation of α-Substituted Malononitriles in the Presence of Diarylphosphine Oxides". supporting information. p. 2597 - 2601. Retrieved 2019/04/17.