Methyl (4-cyanophenyl)acetate

Base Information

• Chemical Name: Methyl (4-cyanophenyl)acetate
• CAS No.: 52798-01-3
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• European Community (EC) Number: 801-729-4
• DSSTox Substance ID: DTXSID80363741
• Nikkaji Number: J1.207.365H
• Wikidata: Q82147481
• Mol file: 52798-01-3.mol

Synonyms:Methyl (4-cyanophenyl)acetate;52798-01-3;Methyl 2-(4-cyanophenyl)acetate;METHYL 4-CYANOPHENYLACETATE;Methyl-(4-cyanophenyl)acetate;Methyl(4-cyanophenyl)acetate;Benzeneacetic acid, 4-cyano-, methyl ester;MFCD02181140;methyl 4-cyanobenzene acetate;methyl(4-cyano-phenyl)-acetate;SCHEMBL2662135;methyl (4-cyano-phenyl)-acetate;DTXSID80363741;AMY28222;CL8811;p-Cyanophenylacetic acid methyl ester;4-Cyanobenzeneacetic acid methyl ester;AKOS005257878;CS-W005340;DS-1370;FS-3264;(4-cyano-phenyl)-acetic acid methylester;SY110721;(4-Cyano-phenyl)-acetic acid methyl ester;FT-0647159;EN300-131235;A829257;Z987351304;Benzeneacetic acid,4-cyano-, methyl ester;methyl 2-(4-cyanophenyl)acetate

Chemical Property of Methyl (4-cyanophenyl)acetate

Chemical Property:

• Vapor Pressure: 0.00214mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 289.9 °C at 760 mmHg
• Flash Point: 132.9 °C
• PSA: 50.09000
• Density: 1.14g/cm³
• LogP: 1.27378
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl(4-cyanophenyl)acetate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CC=C(C=C1)C#N
• Uses: Methyl (4-cyanophenyl)acetate was a useful reagent in studying pyrazolopyridinones as functionally selective GABAA ligands.

Technology Process of Methyl (4-cyanophenyl)acetate

There total 16 articles about Methyl (4-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: 100.0%

methanol (67-56-1) + 4-cyanophenylacetic acid (5462-71-5) → methyl 4-cyanobenzeneacetate (52798-01-3)

Guidance literature:

With thionyl chloride; for 12h; Cooling with ice;

Reference yield: 91.0%

methanol (67-56-1) + 2,2-dibromo-1-(4-cyanophenyl)ethene (131356-52-0) → methyl 4-cyanobenzeneacetate (52798-01-3)

Guidance literature:

With triethylsilane; cyclohexa-1,4-diene; oxygen; lithium pentane-2,4-dionate; cobalt acetylacetonate; In nonane; at 24 ℃; under 760.051 Torr; Reagent/catalyst;

DOI:10.1021/acs.joc.6b01709

Reference yield: 85.0%

methanol (67-56-1) + 4-cyanophenyldiazonium tetrafluoroborate (2252-32-6) + acrylonitrile (107-13-1,25014-41-9) → methyl 4-cyanobenzeneacetate (52798-01-3)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; oxygen; at 20 ℃; Irradiation;

DOI:10.1002/ejoc.201500659

upstream raw materials:

4-bromobenzenecarbonitrile

methyl chloroacetate

para-methylbenzonitrile

methyl chloroformate

Downstream raw materials:

2-(4-(aminomethyl)phenyl)acetic acid methyl ester

(CNC₆H₄)CH₂COGe(C₆H₅)3

Refernces

• 1、 -. "PHD INHIBITOR COMPOUNDS, COMPOSITIONS, AND USE". Paragraph 0369-0370. . Retrieved 2021/09/26.
• 2、 Guo, Jing,Mandal, Dipendu,Stephan, Douglas W.,Wu, Yile,Zhao, Yunbo. "B(C6F5)3-Catalyzed site-selective N1-alkylation of benzotriazoles with diazoalkanes". supporting information. p. 7758 - 7761. Retrieved 2021/08/13.