82477-43-8

Basic information

• Product Name: bromodifluoromethylphenylacetylene
• Synonyms: bromodifluoromethylphenylacetylene
• CAS NO: 82477-43-8
• Molecular Weight: 231.04
• Mol File: 82477-43-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: bromodifluoromethylphenylacetylene(CAS DataBase Reference)
• NIST Chemistry Reference: bromodifluoromethylphenylacetylene(82477-43-8)
• EPA Substance Registry System: bromodifluoromethylphenylacetylene(82477-43-8)

Safety Data

• Hazardous Substances Data: 82477-43-8(Hazardous Substances Data)

Upstream product

• 353-59-3 halon-1211 
• 536-74-3 phenylacetylene 
• 75-61-6 dibromodifluoromethane 
• 1395062-28-8 S-bromodifluoromethyl-S-o-bromophenyl-2,3,4,5-tetramethylphenylsulfonium triflate 
• 1334160-31-4 bromodifluoromethyl phenyl N-trifluoromethanesulfonyl sulfoximine 
• 1231894-78-2 (bromodifluoromethyl)diphenylsulfonium trifluoromethanesulfonate 

Downstream Products

• 136505-89-0 4,4-Difluoro-6-phenyl-hex-1-en-5-yn-3-ol 
• 1281971-25-2 1-phenyl-2-ethoxyldifluoromethylcarbonyl acetylene 

Relevant articles and documents

Efficient synthesis of unsymmetrical S-(bromodifluoromethyl)diarylsulfonium salts for electrophilic bromodifluoromethylating reagents

A series of unsymmetrical S-(bromodifluoromethyl)diarylsulfonium salts 1 were readily synthesized by treatment of corresponding (bromodifluoromethyl) arylsulfoxides 2 and substituted benzenes 3 with triflic anhydride in moderate to good yields. The unsymmetrical sulfonium salts 1 with different aryl groups having electron-donating or electron-withdrawing substituents can be nicely constructed depending on the choice of 2 and 3. Bromodifluoromethylation of alkynes was evaluated by using the selected diarylsulfonium salts 1 to provide the desired bromodifluoromethylated alkynes in moderate to good yields.

New electrophilic bromodifluoromethylation and pentafluoroethylation reagents

S-(fluoroalkyl)diphenylsulfonium salts have been successfully synthesized from the reaction between fluoroalkylsul-finates and triflic anhydride in dichloromethane through a one-pot procedure. These S-(fluoroalkyl) diphenylsulfonium salts have been demonstrated to be effective reagents to fluoroalkylate C-nucleophilic substrates. Ionic substitution and radical or halogenophilic mechanism might be all involved in the reactions. Georg Thieme Verlag Stuttgart - New York.

Highly regioselective synthesis of gem-difluoroallenes through magnesium organocuprate SN2′ substitution

The reaction of gem-difluoropropargyl electrophiles with Grignard reagents is complicated by the inherent difficulty of executing nucleophilic substitutions on a CF2 group, and the facile formation of carbenoid intermediates arising from α-elimination of fluoride. In the presence of an excess amount of a copper salt, a Grignard reagent reacts with gem-difluoropropargyl bromide via an SN2′ mechanism to produce gem-difluoroallene in high yield. If desired, the resulting difluoroallene can undergo a second nucleophilic attack on the CF2 terminus to yield a trisubstituted monofluoroallene through an addition-elimination mechanism.