4'-Chloropivaloanilide

Base Information

• Chemical Name: 4'-Chloropivaloanilide
• CAS No.: 65854-91-3
• Molecular Formula: C11H14ClNO
• Molecular Weight: 211.691
• Hs Code.: 2924299090
• Mol file: 65854-91-3.mol

Synonyms:N-Pivaloyl-p-chlorophenyl;

Chemical Property of 4'-Chloropivaloanilide

Chemical Property:

• Vapor Pressure: 3.93E-05mmHg at 25°C
• Melting Point: 152 °C
• Refractive Index: 1.557
• Boiling Point: 352.1 °C at 760 mmHg
• PKA: 14.25±0.70(Predicted)
• Flash Point: 166.7 °C
• PSA: 29.10000
• Density: 1.15 g/cm³
• LogP: 3.39760
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

4'-Chloropivaloanilide >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-Chloropivaloanilide

There total 17 articles about 4'-Chloropivaloanilide 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: 99.7%

pivaloyl chloride (3282-30-2) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-2,2-dimethylpropionamide (65854-91-3)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate; at 15 - 20 ℃; for 2h;

Reference yield: 97.0%

tert-butyl methyl ether (1634-04-4) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-2,2-dimethylpropionamide (65854-91-3) + pivaloyl chloride (3282-30-2)

Guidance literature:

With sodium hydroxide; In water;

Reference yield: 96.0%

2,2-dimethyl-propanol-1 (75-84-3) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)-2,2-dimethylpropionamide (65854-91-3)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2,2-Trifluoroacetophenone; cesium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 80 ℃; for 24h;

DOI:10.1021/acscatal.6b02541

upstream raw materials:

pivaloyl chloride

4-chloro-aniline

Trimethylacetic acid

tert-butyl methyl ether

Downstream raw materials:

(2-amino-5-chlorophenyl)(pyridin-4-yl)methanone

C₁₈H₂₁ClN₄OS

N-(4-chloro-2-formylphenyl)-2,2-dimethylpropionamide

2-(4'-chloro-N-t-butylcarbonyl)aniline-3-thienylmethanol

Refernces

• 1、 Mei, Chong,Zhao, Mengdi,Lu, Wenjun. "Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature". . p. 2714 - 2733. Retrieved 2021/02/01.
• 2、 Zhang, Xia-Yan,Dou, Pei-Hao,Lu, Wen-Ya,You, Yong,Zhao, Jian-Qiang,Wang, Zhen-Hua,Yuan, Wei-Cheng. "Benzylidene succinimides as 3C synthons for the asymmetric tandem Mannich reaction/transamidation of cyclic trifluoromethyl ketimines to obtain F3C-containing polycyclic dihydroquinazolinones". supporting information. p. 2927 - 2930. Retrieved 2021/03/23.