5905-69-1

Basic information

• Product Name: 4-(DIFLUOROMETHOXY)BROMOBENZENE
• Synonyms: 1-BROMO-4-(DIFLUOROMETHOXY)BENZENE;4-(DIFLUOROMETHOXY)BROMOBENZENE;p-Difluoromethoxybromobenzene;4-(Difluoromethoxy)bromobenzene 97%;4-(Difluoromethoxy)bromobenzene97%;1-BROMO-4-(DIFLUOROMETHOXY)BENZENE 97%;4-Bromophenyl difluoromethyl ether, 4-Bromo-alpha,alpha-difluoroanisole;4-bromo-difluoromethoxybenzene
• CAS NO: 5905-69-1
• Molecular Formula: C₇H₅BrF₂O
• Molecular Weight: 223.01
• EINECS: 200-002-4
• Product Categories: blocks;Bromides;BuildingBlocks;FluoroCompounds;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds;Fluorine Compounds;Ethers;Organic Building Blocks;Oxygen Compounds;Fluorine series
• Mol File: 5905-69-1.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 96 °C
• Flash Point: 93 °F
• Appearance: /
• Density: 1.631 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.359mmHg at 25°C
• Refractive Index: n20/D 1.5020(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 2521410
• CAS DataBase Reference: 4-(DIFLUOROMETHOXY)BROMOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(DIFLUOROMETHOXY)BROMOBENZENE(5905-69-1)
• EPA Substance Registry System: 4-(DIFLUOROMETHOXY)BROMOBENZENE(5905-69-1)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-37/39-26
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 5905-69-1(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow liquid

InChI:InChI=1/C7H5BrF2O/c8-5-1-3-6(4-2-5)11-7(9)10/h1-4,7H

Upstream product

• 4525-62-6 p-bromophenyl formate 
• 873-75-6 4-bromobenzenemethanol 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 106-41-2 4-bromo-phenol 
• 108-86-1 bromobenzene 
• 354-08-5 bromodifluoroacetic acid 
• 667-27-6 Ethyl bromodifluoroacetate 
• 75-46-7 trifluoromethan 
• 106-53-6 para-bromobenzenethiol 
• 1895-39-2 sodium chlorodifluoroacetate 
• 1435486-11-5 ethyl (4-bromophenoxy)(fluoro)acetate 
• 1122-91-4 4-bromo-benzaldehyde 
• 930836-30-9 (chlorodifluoromethylsulfonyl)benzene 
• 384-67-8 2-chloro-2,2-difluoroacetophenone 

Downstream Products

• 887757-48-4 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1057671-58-5 3-(4-difluoromethoxy-phenyl)-propan-1-ol 
• 1057671-13-2 3-(4-difluoromethoxy-phenyl)-propionaldehyde 
• 1000932-18-2 3-(4-difluoromethoxy-phenyl)-propionic acid 

Relevant articles and documents

Regio- and chemoselectivity in S- and O- difluoromethylation reactions using diethyl (bromodifluoromethyl)phosphonate

The effective difluoromethylations of various S- and O- based- nucleophiles, presenting a wide range of pKa values, using diethyl(bromodifluoromethyl) phosphonate (1) under basic conditions is described. These reactions, which rely on the quantitative generation of difluorocarbene formed through the hydrolysis of 1, were found to be effective only once the starting materials had pKa values of less than ca. 11. Importantly, in cases in which the substrates held two or three nucleophilic centers this feature was successfully implemented to achieve a high chemo- or regioselective difluoromethylation of the center exhibiting the lowest pKa value and the highest polarizability.

Difluoromethylation of Phenols and Thiophenols with the S-(Difluo-romethyl)sulfonium Salt: Reaction, Scope, and Mechanistic Study

A facile and practical approach for the difluoromethylation of phenols and thiophenols was described. Making use of the recently developed bench-stable S-(difluoromethyl)sulfonium salt as the difluorocarbene precursor, a wide variety of diversely functionalized phenols and thiophenols were readily converted to their corresponding aryl difluoromethyl ethers in good to excellent yields in the presence of lithium hydroxide. Chemoselectivity of various O,S-nucleophiles toward difluorocarbene was systematically studied, suggesting the reactivity order ArS- > RS-, ArO- > ROH > RO-, ArSH, ArOH, RSH.

DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME

The present invention provides a compound having the structure (I), a processing of making the compound; and a process of using the compound as a reagent for the difluoromethoxylation and trifluoromethoxylation of arenes or heteroarenes.