Methyl 3,5-bis(cyanomethyl)benzoate

Base Information

• Chemical Name: Methyl 3,5-bis(cyanomethyl)benzoate
• CAS No.: 29232-73-3
• Molecular Weight: 214.22
• DSSTox Substance ID: DTXSID401292533
• Mol file: 29232-73-3.mol

Synonyms:Methyl 3,5-bis(cyanomethyl)benzoate;29232-73-3;SCHEMBL935888;XCLVFUZGTQMXJV-UHFFFAOYSA-N;DTXSID401292533;AMY38433;DA-32799

Chemical Property of Methyl 3,5-bis(cyanomethyl)benzoate

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 3,5-bis(cyanomethyl)benzoate

There total 4 articles about Methyl 3,5-bis(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: 97.0%

potassium cyanide + methyl 3,5-bis(bromomethyl)benzoate (29333-41-3) → 3,5-bis-cyanomethyl-benzoic acid methyl ester (29232-73-3)

Guidance literature:

In water; isopropyl alcohol; for 5h; Reflux;

Reference yield: 58.0%

methyl 3,5-bis(bromomethyl)benzoate (29333-41-3) + potassium cyanide (151-50-8) → 3,5-bis-cyanomethyl-benzoic acid methyl ester (29232-73-3)

Guidance literature:

With tetrabutylammomium bromide; In dichloromethane; water; for 4h; Heating;

DOI:10.1039/b707768h

Reference yield:

methyl 3,5-dimethylbenzoate (25081-39-4) → 3,5-bis-cyanomethyl-benzoic acid methyl ester (29232-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / acetonitrile / 3 h / 75 - 80 °C

2: isopropyl alcohol; water / 5 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In water; isopropyl alcohol; acetonitrile;

upstream raw materials:

methyl 3,5-bis(bromomethyl)benzoate

potassium cyanide

methyl 3,5-dimethylbenzoate