N-tert-Butyl-4-chlorobenzamide

Base Information

• Chemical Name: N-tert-Butyl-4-chlorobenzamide
• CAS No.: 42498-40-8
• Molecular Formula: C11H14ClNO
• Molecular Weight: 211.691
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20343087
• Nikkaji Number: J144.455G
• Wikidata: Q82114252
• Mol file: 42498-40-8.mol

Synonyms:42498-40-8;N-(tert-Butyl)-4-chlorobenzamide;N-tert-Butyl-4-chlorobenzamide;N-TERT-BUTYL 4-CHLOROBENZAMIDE;Benzamide, 4-chloro-N-(1,1-dimethylethyl)-;N-tert-butyl4-chlorobenzamide;N-(t-butyl)-4-chlorobenzamide;SCHEMBL2949568;DTXSID20343087;MFCD00461169;STK662418;AKOS002984969;SB77236;4-Chloro-N-(1,1-dimethylethyl)benzamide;BS-25006;CS-0210999;FT-0755667;SR-01000511098;SR-01000511098-1

Chemical Property of N-tert-Butyl-4-chlorobenzamide

Chemical Property:

• PSA: 29.10000
• LogP: 3.25920
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.0763918
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

97% ^*data from raw suppliers

N-TERT-BUTYL 4-CHLOROBENZAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1=CC=C(C=C1)Cl
• Uses: N-(tert-Butyl)-4-chlorobenzamide is a useful compound for preparation of amides from ketones, aldehydes and derivatives.

Technology Process of N-tert-Butyl-4-chlorobenzamide

There total 26 articles about N-tert-Butyl-4-chlorobenzamide 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: 99.0%

4-chloro-benzoyl chloride (122-01-0) → N-tert-butyl-4-chlorobenzamide (42498-40-8)

Guidance literature:

Reference yield: 97.0%

4-chloro-benzoyl chloride (122-01-0) + tert-butylamine (75-64-9) → N-tert-butyl-4-chlorobenzamide (42498-40-8)

Guidance literature:

In dichloromethane; at 0 - 25 ℃; for 1.75h; Inert atmosphere;

DOI:10.1055/s-0029-1219231

Reference yield: 96.0%

acetic acid tert-butyl ester (540-88-5) + 4-chlorobenzaldehyde (104-88-1) → N-tert-butyl-4-chlorobenzamide (42498-40-8)

Guidance literature:

4-chlorobenzaldehyde; With sodium azide; trifluorormethanesulfonic acid; acetic acid; at 40 ℃; for 2h;

acetic acid tert-butyl ester; With trifluorormethanesulfonic acid; at 40 ℃;

DOI:10.1016/j.tetlet.2016.08.069

upstream raw materials:

4-chloro-benzoyl chloride

tert-butylamine

(p-chlorobenzylidene)(tert-butyl)amine

(2R,3R)-2-tert-Butyl-3-(4-chloro-phenyl)-oxaziridine

Downstream raw materials:

6-chlorophthalazin-1-ol

N'-((7-chloro-4-hydroxyphthalazin-5-yl)methylene)acetohydrazide

2-tert-butyl-5-chloro-3-hydroxylsoindolin-1-one

2-tert-butyl-6-chloro-1-hydroxy-3-oxoisoindoline-4-carbaldehyde

Refernces

• 1、 Park, Jin,Park, Sehoon,Jang, Gwang Seok,Kim, Ran Hui,Jung, Jaehoon,Woo, Sang Kook. "Weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis". supporting information. p. 9995 - 9998. Retrieved 2021/10/06.
• 2、 Li, Qiao,Cai, Yun,Jin, Hongwei,Liu, Yunkui,Zhou, Bingwei. "Nickel-catalyzed aminocarbonylation of Aryl/Alkenyl/Allyl (pseudo)halides with isocyanides and H2O". supporting information. . Retrieved 2020/11/27.