3-(4-Chlorophenyl)propanoyl chloride

Base Information

• Chemical Name: 3-(4-Chlorophenyl)propanoyl chloride
• CAS No.: 52085-96-8
• Molecular Formula: C₉H₈Cl₂O
• Molecular Weight: 203.068
• DSSTox Substance ID: DTXSID601300964
• Mol file: 52085-96-8.mol

Synonyms:3-(4-chlorophenyl)propanoyl chloride;52085-96-8;3-(4-Chloro-phenyl)-propionyl chloride;Benzenepropanoyl chloride, 4-chloro-;3-(4-chlorophenyl) propionyl chloride;SCHEMBL1154480;4-chlorobenzenepropanoyl chloride;VGNRGOGIWXMVLI-UHFFFAOYSA-N;DTXSID601300964;3-(4-chlorophenyl)propanoylchloride;CCA08596;3-(4-chlorophenyl)propionyl chloride;3-(4-Chlorophenyl)-propionyl chloride;beta-(4-Chlorophenyl)propionyl chloride;3-(4-chlorophenyl)propionic acid chloride;EN300-132148

Chemical Property of 3-(4-Chlorophenyl)propanoyl chloride

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 201.9952203
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

3-(4-chlorophenyl)propanoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(=O)Cl)Cl

Technology Process of 3-(4-Chlorophenyl)propanoyl chloride

There total 8 articles about 3-(4-Chlorophenyl)propanoyl 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: 88.0%

3-(4-chlorophenyl)propanoic acid (2019-34-3) → 3-(4-chlorophenyl)propanoyl chloride (52085-96-8)

Guidance literature:

With thionyl chloride; In benzene; for 24h; Heating / reflux;

Reference yield:

3-(4-chlorophenyl)prop-2-enoic acid (1615-02-7,940-62-5) → 3-(4-chlorophenyl)propanoyl chloride (52085-96-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: (COCl)2 / CH₂Cl₂

With oxalyl dichloride; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.01.019

Reference yield:

oxalyl dichloride (79-37-8) + 3-Phenylpropionic acid (501-52-0) → 3-(4-chlorophenyl)propanoyl chloride (52085-96-8)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

3-(4-chlorophenyl)propanoic acid

3-(4-chlorophenyl)prop-2-enoic acid

4-chlorobenzaldehyde

ethyl 3-(4-chlorophenyl)propanoate

Downstream raw materials:

7-{2-[3-(4-Chloro-phenyl)-propionyl]-thiophen-3-yl}-heptanoic acid ethyl ester

7-{5-[3-(4-Chloro-phenyl)-propionyl]-thiophen-3-yl}-heptanoic acid ethyl ester

4-chlorophenylethylamine

6-chloro-1-indanone

Refernces

• 1、 Au, Chi-Ming,Ling, Cho-Hon,Sun, Wenlong,Yu, Wing-Yiu. "Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones". supporting information. p. 3310 - 3314. Retrieved 2021/05/29.
• 2、 Meini, Serena,Gado, Francesca,Stevenson, Lesley A.,Digiacomo, Maria,Saba, Alessandro,Codini, Simone,Macchia, Marco,Pertwee, Roger G.,Bertini, Simone,Manera, Clementina. "PSNCBAM-1 analogs: Structural evolutions and allosteric properties at cannabinoid CB1 receptor". . . Retrieved 2020/07/20.