Methyl 3-(cyanomethyl)benzoate

Base Information

• Chemical Name: Methyl 3-(cyanomethyl)benzoate
• CAS No.: 68432-92-8
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• European Community (EC) Number: 689-998-2
• DSSTox Substance ID: DTXSID40445310
• Nikkaji Number: J593.095B
• Wikidata: Q72458506
• Mol file: 68432-92-8.mol

Synonyms:Methyl 3-(cyanomethyl)benzoate;68432-92-8;methyl 3-(cyanomethyl) benzoate;methyl3-(cyanomethyl)benzoate;3-cyanomethylbenzoic acid methyl ester;methyl 3-cyanomethylbenzoate;3-(Cyanomethyl)benzoic acid methyl ester;Benzoic acid, 3-(cyanomethyl)-, methyl ester;MFCD07783720;Methyl (3-cyanomethyl)benzoate;3-cyanomethyl-benzoic acid methyl ester;methyl-3-cyanomethylbenzoate;SCHEMBL40562;Methyl 3-cyanomethyl-benzoate;methyl-3-(cyanomethyl)benzoate;DTXSID40445310;(3-methoxycarbonylphenyl)acetonitrile;CL9412;STL433099;3-(Methoxycarbonyl)benzeneacetonitrile;AKOS005259858;CS-W019398;GS-3360;SY010722;Benzoicacid,3-(cyanomethyl)-,methyl ester;A9112;AM20050408;FT-0682405;EN300-119875

Chemical Property of Methyl 3-(cyanomethyl)benzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 314.059 °C at 760 mmHg
• Flash Point: 146.515 °C
• PSA: 50.09000
• Density: 1.141 g/cm³
• LogP: 1.53928
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• 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:

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

Methyl3-(cyanomethyl)benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC(=C1)CC#N

Technology Process of Methyl 3-(cyanomethyl)benzoate

There total 19 articles about Methyl 3-(cyanomethyl)benzoate 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%

trimethylsilyl cyanide (7677-24-9) + 3-methoxycarbonylbenzyl bromide (1129-28-8) → methyl 3-cyanomethylbenzoate (68432-92-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 60 ℃; for 15h;

DOI:10.1055/s-0028-1088129

Reference yield: 96.0%

potassium cyanide (151-50-8) + 3-methoxycarbonylbenzyl bromide (1129-28-8) → methyl 3-cyanomethylbenzoate (68432-92-8)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; for 24h; Heating / reflux;

Reference yield: 91.0%

potassium cyanide + 3-methoxycarbonylbenzyl bromide (1129-28-8) → methyl 3-cyanomethylbenzoate (68432-92-8)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; at 20 ℃; for 72h;

upstream raw materials:

potassium cyanide

3-methoxycarbonylbenzyl bromide

sodium cyanide

3-bromomethylbenzoyl chloride

Downstream raw materials:

2-(3-(hydroxymethyl)phenyl)acetonitrile

3-(2-Amino-ethyl)-benzoic acid methyl ester

2-<3-(carboxymethyl)phenyl>propionitrile

3-carbamimidoylmethyl-benzamide hydrochloride

Refernces

• 1、 Donald, James R.,Berrell, Sophie L.. "Radical cyanomethylation via vinyl azide cascade-fragmentation". . p. 5832 - 5836. Retrieved 2019/06/17.
• 2、 -. "Preparation method of m-cyanomethyl methyl benzoate". . . Retrieved 2017/08/30.