4-bromophenyl dimethylcarbamate

Base Information

• Chemical Name: 4-bromophenyl dimethylcarbamate
• CAS No.: 7308-55-6
• Molecular Formula: C9H10 Br N O2
• Molecular Weight: 244.088
• Mol file: 7308-55-6.mol

Synonyms:Carbamicacid, dimethyl-, p-bromophenyl ester (7CI,8CI); Phenol, p-bromo-,dimethylcarbamate; 4-Bromophenyl dimethylcarbamate; NSC 310232

Chemical Property of 4-bromophenyl dimethylcarbamate

Chemical Property:

• Vapor Pressure: 0.00234mmHg at 25°C
• Boiling Point: 288.4°C at 760 mmHg
• Flash Point: 128.2°C
• Density: 1.461g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-bromophenyl dimethylcarbamate

There total 1 articles about 4-bromophenyl dimethylcarbamate 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: 53.0%

4-bromo-phenol (106-41-2) + N,N-Dimethylcarbamoyl chloride (79-44-7) → 4-bromophenyl dimethylcarbamate (7308-55-6)

Guidance literature:

With potassium carbonate; In acetonitrile; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/jo300713h

Reference yield: 74.0%

4-bromophenyl dimethylcarbamate (7308-55-6) → 4-bromo-2-hydroxyphenyl dimethylcarbamate (1631050-36-6)

Guidance literature:

With dipotassium peroxodisulfate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; trifluoroacetic acid; trifluoroacetic anhydride; at 80 ℃; for 2.5h; regioselective reaction; Sealed tube;

DOI:10.1002/adsc.201300999

Reference yield: 61.0%

4-bromophenyl dimethylcarbamate (7308-55-6) + ethyl acrylate (140-88-5,9003-32-1) → (E)-ethyl 3-{5-bromo-2-[(N,N-dimethylcarbamoyl)oxy]phenyl}acrylate (1414838-17-7)

Guidance literature:

With silver hexafluoroantimonate; [RhCl₂(p-cymene)]2; copper(II) acetate monohydrate; In 1,2-dimethoxyethane; at 110 ℃; for 24h; diastereoselective reaction; Inert atmosphere;

DOI:10.1039/c2cc36196e

upstream raw materials:

4-bromo-phenol

N,N-Dimethylcarbamoyl chloride

Downstream raw materials:

2,4-dibromophenyl dimethylcarbamate

(E)-ethyl 3-{5-bromo-2-[(N,N-dimethylcarbamoyl)oxy]phenyl}acrylate

4-bromo-2-hydroxyphenyl dimethylcarbamate

4-cyano-4'-pentyl-1,1'-biphenyl

Refernces

• 1、 Yang, Xinglin,Sun, Yonghui,Chen, Zhang,Rao, Yu. "A general approach towards catechol and pyrogallol through ruthenium- and palladium-catalyzed C-H hydroxylation by weak coordination". supporting information. p. 1625 - 1630. Retrieved 2014/06/09.
• 2、 Perjessy, Alexander,Jones, Ronald G.,McClair, Susan L.,Wilkins, Joyce M.. "Infrared Spectra and Transmission of Electronic Effects in Substituted Phenyl N,N-Dimethylcarbamates and S-Phenyl N,N-Dimethylthiocarbamates". . p. 1266 - 1271. Retrieved 2007/10/02.