4-(Cyanomethyl)benzoyl chloride

Base Information

• Chemical Name: 4-(Cyanomethyl)benzoyl chloride
• CAS No.: 80589-49-7
• Molecular Formula: C9H6 Cl N O
• Molecular Weight: 179.606
• DSSTox Substance ID: DTXSID10510261
• Wikidata: Q82368436
• Mol file: 80589-49-7.mol

Synonyms:4-(Cyanomethyl)benzoyl chloride;80589-49-7;Benzoyl chloride, 4-(cyanomethyl)- (9CI);4-cyanomethylbenzoyl chloride;4-cyanomethyl benzoyl chloride;SCHEMBL7039295;DTXSID10510261;IDJPSZGJLOCLLB-UHFFFAOYSA-N

Chemical Property of 4-(Cyanomethyl)benzoyl chloride

Chemical Property:

• PSA: 40.86000
• LogP: 2.13168
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 210

Purity/Quality:

4-(Cyanomethyl)benzoylchloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC#N)C(=O)Cl

Technology Process of 4-(Cyanomethyl)benzoyl chloride

There total 3 articles about 4-(Cyanomethyl)benzoyl chloride 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:

4-(cyanomethyl)benzoic acid (50685-26-2) → 4-cyanomethylbenzoyl chloride (80589-49-7)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; benzene; for 1h; Heating;

Reference yield:

4-bromomethylbenzoic Acid (6232-88-8) → 4-cyanomethylbenzoyl chloride (80589-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / H₂O / 12 h / Heating

2: SOCl₂ / benzene / 24 h / Heating

With thionyl chloride; In water; benzene;

DOI:10.1002/prac.19983400412

Reference yield:

4-iodophenylacetonitrile (51628-12-7) → 4-cyanomethylbenzoyl chloride (80589-49-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 12h;

DOI:10.1038/s41557-018-0078-8

upstream raw materials:

4-(cyanomethyl)benzoic acid

4-bromomethylbenzoic Acid

4-iodophenylacetonitrile

Downstream raw materials:

2-(4-Cyanomethyl-benzoylamino)-3-methyl-butyric acid ethyl ester

2-(4-cyanomethylphenyl)oxazolo[5,4-b]pyridine

{4-[4-(3,4-Dimethoxy-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetic acid methyl ester

{4-[4-(3,4-Dimethoxy-phenyl)-5-ethoxy-oxazol-2-yl]-phenyl}-acetic acid

Refernces

• 1、 Former, Carsten,Klaerner, Gerrit,Wagner, Manfred,Muellen, Klaus. "From Donor and Acceptor Substituted meta- and para-Xylenes to para-Quinodimethanes and Poly(meta-phenylenevinylene)s". . p. 367 - 374. Retrieved 2007/10/03.
• 2、 Shridhar, D. R.,Ram, Bhagat,Sarma, C. R.,Krishna, R. R.,Singh, P. P.,Rao, C. Seshagiri. "Anti-Inflammatory Agents: Part V - Synthesis of Some New 4-(4,5-Disubstituted-oxazol-2-yl)phenylacetic Acids and their Methyl Esters". . p. 891 - 893. Retrieved 2007/10/02.