N-(4-chlorophenyl)butanamide

Base Information

• Chemical Name: N-(4-chlorophenyl)butanamide
• CAS No.: 7160-18-1
• Molecular Formula: C10H12 Cl N O
• Molecular Weight: 197.6614
• NSC Number: 404438
• DSSTox Substance ID: DTXSID30323618
• Wikidata: Q82082732
• Mol file: 7160-18-1.mol

Synonyms:N-(4-chlorophenyl)butanamide;7160-18-1;Butanamide, N-(4-chlorophenyl)-;NSC 404438;NSC404438;N-(4-chlorophenyl)butyramide;SCHEMBL8278746;DTXSID30323618;AKOS002943808;NSC-404438

Chemical Property of N-(4-chlorophenyl)butanamide

Chemical Property:

• Vapor Pressure: 3.25E-05mmHg at 25°C
• Boiling Point: 354.9°C at 760 mmHg
• Flash Point: 168.4°C
• Density: 1.18g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC1=CC=C(C=C1)Cl

Technology Process of N-(4-chlorophenyl)butanamide

There total 14 articles about N-(4-chlorophenyl)butanamide 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: 85.0%

4-chlorobutyrophenone oxime → N-(4'-chlorophenyl)butyramide (7160-18-1)

Guidance literature:

4-chlorobutyrophenone oxime; With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h; Sealed tube;

With potassium hydrogen difluoride; In water; at 20 ℃; for 2h; Sealed tube;

DOI:10.1002/chem.201905358

Reference yield:

4-chloro-aniline (106-47-8) + butyryl chloride (141-75-3) → N-(4'-chlorophenyl)butyramide (7160-18-1)

Guidance literature:

4-chloro-aniline; With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.333333h;

butyryl chloride; In tetrahydrofuran; at 20 ℃; for 13h;

DOI:10.1021/acs.orglett.7b00893

Reference yield:

p-chlorphenylisocyanate (104-12-1) → N-(4'-chlorophenyl)butyramide (7160-18-1)

Guidance literature:

With magnesium chloride; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1039/d1ra02242c

upstream raw materials:

N-phenylbutyramide

4-chloro-aniline

butyric acid

butanoic acid anhydride

Downstream raw materials:

N-butyl-N-(4-chlorophenyl)amine

Refernces

• 1、 Xiang, Min,Li, Chen-Yi,Song, Xiang-Jia,Zou, Ying,Huang, Zhi-Cheng,Li, Xia,Tian, Fang,Wang, Li-Xin. "Organocatalytic and enantioselective [4+2] cyclization between hydroxymaleimides and: Ortho -hydroxyphenyl para -quinone methide-selective preparation of chiral hemiketals". supporting information. p. 14825 - 14828. Retrieved 2020/12/07.
• 2、 Yang, Yu,Ren, Hong-Xia,Chen, Feng,Zhang, Zheng-Bing,Zou, Ying,Chen, Chao,Song, Xiang-Jia,Tian, Fang,Peng, Lin,Wang, Li-Xin. "Organocatalytic Asymmetric Annulation between Hydroxymaleimides and Nitrosoarenes: Stereoselective Preparation of Chiral Quaternary N-Hydroxyindolines". supporting information. p. 2805 - 2808. Retrieved 2017/06/07.