Methyl 2-chloro-4-cyanobenzoate

Base Information

• Chemical Name: Methyl 2-chloro-4-cyanobenzoate
• CAS No.: 98592-34-8
• Molecular Formula: C9H6ClNO2
• Molecular Weight: 195.605
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID20707089
• Wikidata: Q82640746
• Mol file: 98592-34-8.mol

Synonyms:Methyl 2-chloro-4-cyanobenzoate;98592-34-8;Benzoic acid, 2-chloro-4-cyano-, methyl ester;Methyl2-chloro-4-cyanobenzoate;SCHEMBL392298;DTXSID20707089;GLZBUNHGODEJPT-UHFFFAOYSA-N;AMY14442;CL9182;MFCD14635863;AS-46237;2-chloro-4-cyano benzoic acid methyl ester;2-Chloro-4-cyano-benzoic acid methyl ester;2-chloro-4-cyanobenzoic acid, methyl ester;CS-0061807;A856366;A1-00749

Chemical Property of Methyl 2-chloro-4-cyanobenzoate

Chemical Property:

• PSA: 50.09000
• LogP: 1.99828
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 195.0087061
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2-Chloro-4-cyanobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-chloro-4-cyanobenzoate

There total 11 articles about Methyl 2-chloro-4-cyanobenzoate 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: 61.0%

potassium cyanide + methyl 4-amino-2-chlorobenzoate (46004-37-9) + copper(l) cyanide → 2-chloro-4-cyano benzoic acid methyl ester (98592-34-8)

Guidance literature:

methyl 4-amino-2-chlorobenzoate; With hydrogenchloride; sodium nitrite; In water; at -15 ℃; Inert atmosphere;

potassium cyanide; copper(l) cyanide; With sodium carbonate; In water; at -10 - 20 ℃; pH=5;

DOI:10.1021/jm901084f

Reference yield: 53.0%

methyl 4-amino-2-chlorobenzoate (46004-37-9) + copper(I) cyanide (544-92-3) → 2-chloro-4-cyano benzoic acid methyl ester (98592-34-8)

Guidance literature:

methyl 4-amino-2-chlorobenzoate; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.25h; Sonication;

copper(I) cyanide; With potassium cyanide; In water; at 75 ℃; for 0.75h;

Reference yield: 50.0%

→ 2-chloro-4-cyano benzoic acid methyl ester (98592-34-8)

Guidance literature:

upstream raw materials:

4-bromo-2-chlorobenzoic acid methyl ester

2-Chloro-terephthalamic acid methyl ester

methyl 4-amino-2-chlorobenzoate

copper(I) cyanide

Downstream raw materials:

2-Chloro-terephthalamic acid methyl ester

methyl 2-chloro-4-(1H-tetrazol-5-yl)benzoate

2-chloro-4-cyanobenzoic acid

methyl 4-[amino(hydroxyimino)methyl]-2-chlorobenzoate

Refernces

• 1、 Frantz, Marie-Céline,Rodrigo, Jordi,Boudier, Laure,Durroux, Thierry,Mouillac, Bernard,Hibert, Marcel. "Subtlety of the Structure-Affinity and Structure-Efficacy Relationships around a Nonpeptide Oxytocin Receptor Agonist". scheme or table. p. 1546 - 1562. Retrieved 2010/08/05.
• 2、 -. "OXADIAZOLE DERIVATIVES". Page/Page column 141. . Retrieved 2009/05/29.