2-(Cyanomethyl)benzoic acid

Base Information

• Chemical Name: 2-(Cyanomethyl)benzoic acid
• CAS No.: 6627-91-4
• Molecular Formula: C9H6NO2-
• Molecular Weight: 161.16
• Hs Code.: 2926909090
• European Community (EC) Number: 229-602-3
• NSC Number: 631630,60255
• UNII: A8BQ5UK4Y4
• DSSTox Substance ID: DTXSID50216472
• Nikkaji Number: J144.605C
• Wikidata: Q83092700
• Mol file: 6627-91-4.mol

Synonyms:2-(Cyanomethyl)benzoic acid;6627-91-4;Benzoic acid, 2-(cyanomethyl)-;o-Carboxyphenylacetonitrile;alpha-Cyano-o-toluic acid;o-Toluic acid, alpha-cyano-;o-cyanomethylbenzoic acid;EINECS 229-602-3;BRN 0472769;A8BQ5UK4Y4;2-CARBOXYPHENYLACETONITRILE;NSC-60255;NSC631630;3-09-00-04267 (Beilstein Handbook Reference);MFCD00020293;2-(Cyanomethyl)benzoicacid;2-cyanomethylbenzoic acid;2-cyanomethyl-benzoic acid;UNII-A8BQ5UK4Y4;2-(Cyanomethyl)-benzoic acid;2-(cyano-methyl)-benzoic acid;SCHEMBL2422410;o-Toluic acid, .alpha.-cyano-;DTXSID50216472;HMS1756P14;NSC60255;NSC 60255;STK523958;AKOS000118717;NSC-631630;PS-5710;2-(cyanomethyl)benzoic acid, AldrichCPR;AM804204;BL003377;LS-36672;CS-0206462;FT-0636205;EN300-06835;AC-907/25004899;J-506338;Z56946849

Chemical Property of 2-(Cyanomethyl)benzoic acid

Chemical Property:

• Vapor Pressure: 1.84E-05mmHg at 25°C
• Melting Point: 126 °C
• Boiling Point: 348.8°Cat760mmHg
• PKA: 3.66±0.36(Predicted)
• Flash Point: 164.8°C
• PSA: 61.09000
• Density: 1.257g/cm³
• LogP: 1.45088
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

2-(Cyanomethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC#N)C(=O)O
• Uses: 2-(Cyanomethyl)benzoic Acid react with substituted to synthesize 1-Aryl-2H-isoquinolin-3-ones. Also, it is used in the synthesis of 6-(3-Aminophenyl)-3-(phenylamino)isoquinolin-1(2H)-one which is an inhibitor of the dual-specificity phosphatase Cdc25B.

Technology Process of 2-(Cyanomethyl)benzoic acid

There total 16 articles about 2-(Cyanomethyl)benzoic acid 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: 94.0%

(2-carbethoxyphenyl)acetonitrile (19821-21-7) → 2-cyanomethylbenzoic acid (6627-91-4)

Guidance literature:

With sodium hydroxide; at 40 ℃; for 5h;

DOI:10.1081/SCC-120027705

Reference yield: 75.0%

sodium cyanide (773837-37-9) + 2-benzofuran-1(3H)-one (87-41-2) → 2-cyanomethylbenzoic acid (6627-91-4)

Guidance literature:

In neat (no solvent); at 185 ℃;

DOI:10.1016/j.bmc.2015.01.043

Reference yield: 74.0%

2-Hydroxyimino-1-indanon (80070-33-3) → 2-cyanomethylbenzoic acid (6627-91-4)

Guidance literature:

2-Hydroxyimino-1-indanon; With sodium hydroxide; In water; at 50 ℃;

With p-toluenesulfonyl chloride; In water;

With hydrogenchloride; In water; pH=3 - 4;

upstream raw materials:

2-benzofuran-1(3H)-one

potassium cyanide

3-Chloroisocoumarin

indan-1,2-dione-2-oxime

Downstream raw materials:

2-cyanomethylbenzoic acid methyl ester

diethyl homophthalate

Homophthalic acid

2-carbamoylmethyl-benzoic acid