Methyl 2-(2-cyanophenyl)acetate

Base Information

• Chemical Name: Methyl 2-(2-cyanophenyl)acetate
• CAS No.: 20921-96-4
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• European Community (EC) Number: 801-769-2
• DSSTox Substance ID: DTXSID40363742
• Nikkaji Number: J739.840I
• Wikidata: Q82147483
• Mol file: 20921-96-4.mol

Synonyms:20921-96-4;Methyl 2-(2-cyanophenyl)acetate;Methyl (2-cyanophenyl)acetate;methyl 2-cyanophenylacetate;(2-CYANO-PHENYL)-ACETIC ACID METHYL ESTER;Benzeneacetic acid, 2-cyano-, methyl ester;METHYL(2-CYANOPHENYL)ACETATE;MFCD02181139;Methyl2-(2-cyanophenyl)acetate;2-(2-cyanophenyl)propanoate;SCHEMBL1558841;DTXSID40363742;methyl (2-cyano-2-phenyl)acetate;BCP32345;CL9058;2-Cyanobenzeneacetic acid methyl ester;AKOS006238134;AB11476;AM85662;BS-22045;SY287402;CS-0138269;FT-0693487;EN300-185745;A815019

Chemical Property of Methyl 2-(2-cyanophenyl)acetate

Chemical Property:

• Vapor Pressure: 0.00561mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 273.8 °C at 760 mmHg
• Flash Point: 123.7 °C
• PSA: 50.09000
• Density: 1.14 g/cm³
• LogP: 1.27378
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99%, ^*data from raw suppliers

Methyl2-(2-Cyanophenyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CC=CC=C1C#N
• Uses: Methyl 2-(2-Cyanophenyl)acetate can be used as WEE1 kinase inhibitors to treat cancer and other proliferative diseases.

Technology Process of Methyl 2-(2-cyanophenyl)acetate

There total 13 articles about Methyl 2-(2-cyanophenyl)acetate 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%

2-(2-cyanophenyl)acetic acid (18698-99-2) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 2-(2-cyanophenyl)acetate (20921-96-4)

Guidance literature:

In tetrahydrofuran; methanol; at 15 - 30 ℃; for 2h;

Reference yield: 86.0%

methyl (2-iodophenyl)acetate (66370-75-0) + copper(l) cyanide → methyl 2-(2-cyanophenyl)acetate (20921-96-4)

Guidance literature:

In N,N-dimethyl-formamide; at 130 ℃; for 5h;

Reference yield: 76.0%

2-Methylbenzonitrile (529-19-1) + methyl chloroformate (79-22-1) → methyl 2-(2-cyanophenyl)acetate (20921-96-4)

Guidance literature:

2-Methylbenzonitrile; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

methyl chloroformate; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;

DOI:10.1080/00304949909355729

upstream raw materials:

diazomethane

2-(2-cyanophenyl)acetic acid

methanol

Indole-2-carboxylic acid

Downstream raw materials:

methyl 2-(2-cyanophenyl)acrylate

3-(2,6-dichlorophenyl)-4-imino-7-[(2'-methyl-2',3'-dihydro-1'H-spiro[cyclopropane-1,4'-isoquinolin]-7'-yl)amino]-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one dihydrochloride

methyl 1-[2-(aminomethyl)phenyl]cyclopropanecarboxylate monohydrochloride

7’-nitro-2’,3’-dihydro-1’H-spiro[cyclopropane-1,4’-isoquinoline]

Refernces

• 1、 Qiao,Meutermans,Wong,Traubel,Wentrup. "(Cyanovinyl)ketenes from azafulvenones. An apparent retro-Wolff rearrangement". . p. 3852 - 3861. Retrieved 1996.
• 2、 -. "Macrocyclic derivative of pyrazole[3,4-d]pyrimidin-3-one and pharmaceutical composition and application thereof". Paragraph 0332; 0414; 0415; 0416. . Retrieved 2018/10/19.