4-Chlorocinnamamide

Base Information

• Chemical Name: 4-Chlorocinnamamide
• CAS No.: 18166-64-8
• Molecular Formula: C₉H₈ClNO
• Molecular Weight: 181.622
• Hs Code.: 2924299090
• Mol file: 18166-64-8.mol

Synonyms:Cinnamamide,p-chloro- (7CI,8CI); 4-Chlorocinnamamide; p-Chlorocinnamamide

Chemical Property of 4-Chlorocinnamamide

Chemical Property:

• Vapor Pressure: 2.7E-06mmHg at 25°C
• Melting Point: 211-214°C
• Boiling Point: 390.2°Cat760mmHg
• Flash Point: 189.8°C
• PSA: 43.09000
• Density: 1.268g/cm³
• LogP: 2.53880

Purity/Quality:

98%min ^*data from raw suppliers

p-Chlorocinnamamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Chlorocinnamamide

There total 26 articles about 4-Chlorocinnamamide 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: 100.0%

1-tert-butoxycarbonyl-2-(4'-chloro)phenylazetidine (21161-20-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-chlorocinnamide (18166-64-8,36650-34-7)

Guidance literature:

With trifluorormethanesulfonic acid; In chloroform; for 0.5h; Reflux;

DOI:10.1039/c2ob00012a

Reference yield: 95.0%

(E)-4-chlorocinnamic aldehyde (1075-77-0) → (E)-4-chlorocinnamamide (18166-64-8,36650-34-7)

Guidance literature:

With N-hydroxyphthalimide; water; palladium diacetate; at 120 ℃; for 9h; Sealed tube;

DOI:10.1016/j.tetlet.2018.06.011

Reference yield: 93.0%

1-Chloro-4-iodobenzene (637-87-6) + 2-propenamide (79-06-1,12624-24-7,25038-45-3,27754-57-0,33338-03-3,39387-77-4,68247-81-4,9082-06-8,79079-15-5) → (E)-4-chlorocinnamamide (18166-64-8,36650-34-7)

Guidance literature:

With P-ph-phen*Pd⁽⁰⁾; sodium acetate; In water; N,N-dimethyl-formamide; at 100 ℃; for 9h;

upstream raw materials:

ethyl-p-chlorocinnamate

2-(3-chlorophenyl)acetamide

2-(4-fluorophenyl)acetamide

2-(3-fluorophenyl)acetamide

Downstream raw materials:

N-(1-methylbenzyl)-3-(p-chlorophenyl)prop-2-enamide

3-(4-chlorophenyl)-3-phenylpropionamide

3,3-diphenylpropionamide

trans-4-Chlor-thiozimtsaeureamid

Refernces

• 1、 Huang, Zijun,Jiang, Xiongwei,Lan, Donghui,Li, Yuehui,Pi, Shaofeng,Tan, Zhengde,Tang, Jia,Xie, Tianle,Yi, Bing,Zhang, Minmin. "Iron-catalyzed hydroaminocarbonylation of alkynes: Selective and efficient synthesis of primary α,β-unsaturated amides". supporting information. . Retrieved 2022/02/22.
• 2、 Yan, Yiyan,Xu, Xiaohe,Jie, Xiaokang,Cheng, Jingya,Bai, Renren,Shuai, Qi,Xie, Yuanyuan. "Selective and facile synthesis of α,β-unsaturated nitriles and amides with N-hydroxyphthalimide as the nitrogen source". supporting information. p. 2793 - 2796. Retrieved 2018/06/25.