25203-36-5

Basic information

• Product Name: methyl N-(4-bromophenyl)carbamate
• Synonyms: methyl N-(4-bromophenyl)carbamate;GLRFFVNPNGTCSW-UHFFFAOYSA-N
• CAS NO: 25203-36-5
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.05862
• Mol File: 25203-36-5.mol
• Article Data: 30

Chemical Properties

• Melting Point: 119-120 °C
• Boiling Point: 239.3±23.0 °C(Predicted)
• Appearance: /
• Density: 1.585±0.06 g/cm3(Predicted)
• PKA: 12.99±0.70(Predicted)
• CAS DataBase Reference: methyl N-(4-bromophenyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-(4-bromophenyl)carbamate(25203-36-5)
• EPA Substance Registry System: methyl N-(4-bromophenyl)carbamate(25203-36-5)

Safety Data

• Hazardous Substances Data: 25203-36-5(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 14917-59-0 p-bromobenzoyl azide 
• 6294-89-9 hydrazinecarboxylic acid methyl ester 
• 106-40-1 4-bromo-aniline 
• 201230-82-2 carbon monoxide 
• 586-78-7 para-nitrophenyl bromide 
• 698-67-9 p-bromobenzamide 
• 124-41-4 sodium methylate 
• 124-38-9 carbon dioxide 
• 33554-73-3 1-bromo-4-isocyanobenzene 
• 681-84-5 tetramethylorthosilicate 
• 95-14-7 1,2,3-Benzotriazole 
• 313225-01-3 (1H-benzo[d][1,2,3]triazol-1-yl)(4-bromophenyl)methanone 
• 3422-03-5 benzyloxycarbonyl azide 

Downstream Products

• 1217272-79-1 methyl 4-(7-(4-methoxyphenyl)-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl)phenylcarbamate 
• 439948-86-4 7-ethoxy-2,3-dihydro-1H-pyrrolo[1,2-a]indole 
• 439948-87-5 methyl (4-bromo-2-iodophenyl)carbamate 
• 106-40-1 4-bromo-aniline 
• 2493-02-9 4-bromophenyl isocyanate 
• 95885-66-8 (4-Methoxycarbonylamino-phenyl)-methyl-phosphinic acid butyl ester 
• 844500-75-0 methyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate 

Relevant articles and documents

Lossen Rearrangement vs C-N Reductive Elimination Enabled by Rh(III)-Catalyzed C-H Activation/Selective Lactone Ring-Opening: Chemodivergent Synthesis of Quinolinones and Dihydroisoquinolinones

An unprecedented Rh(III)-catalyzed cascade C-H activation/Lossen rearrangement of aromatic amides with methyleneoxetanones has been realized along with a tunable C-N bond reductive elimination/trans esterification, giving divergent access to quinolinones

Copper-Catalyzed Coupling of Amines with Carbazates: An Approach to Carbamates

A new approach for the preparation of carbamatesviathe copper-catalyzed cross-coupling reaction of amines with alkoxycarbonyl radicals generated from carbazates is described. This environmentally friendly protocol takes place under mild conditions and is compatible with a wide range of amines, including aromatic/aliphatic and primary/secondary substrates.

N-Aryl and N-Alkyl Carbamates from 1 Atmosphere of CO2

We have successfully isolated and characterized the zinc carbamate complex (phen)Zn(OAc)(OC(=O)NHPh) (1; phen=1,10-phenanthroline), formed as an intermediate during the Zn(OAc)2/phen-catalyzed synthesis of organic carbamates from CO2, amines, and the reusable reactant Si(OMe)4. Density functional theory calculations revealed that the direct reaction of 1 with Si(OMe)4 proceeds via a five-coordinate silicon intermediate, forming organic carbamates. Based on these results, the catalytic system was improved by using Si(OMe)4 as the reaction solvent and additives like KOMe and KF, which promote the formation of the five-coordinated silicon species. This sustainable and effective method can be used to synthesize various N-aryl and N-alkyl carbamates, including industrially important polyurethane raw materials, starting from CO2 under atmospheric pressure.

METHOD FOR PRODUCING CARBAMATE

PROBLEM TO BE SOLVED: To provide a method that can produce carbamate with high yield and high selectivity, and excellent economical efficiency, using more different kinds of amines. SOLUTION: A method for producing carbamate has a reaction step where, in the presence of calcium carbide and potassium carbonate, a reaction is induced among amine, methanol, and carbon dioxide. The reaction step is preferably performed at a temperature of 165-180°C. The reaction step is preferably performed at a carbon dioxide pressure of 3-5 MPa. The reaction step is preferably performed using an acetonitrile solvent. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2021,JPOandINPIT