108176-10-9

Basic information

• Product Name: Cyclopropene, 1-bromo-3,3-dimethyl- (9CI)
• Synonyms: Cyclopropene, 1-bromo-3,3-dimethyl- (9CI)
• CAS NO: 108176-10-9
• Molecular Formula: C₅H₇Br
• Molecular Weight: 147.01308
• Product Categories: HALIDE
• Mol File: 108176-10-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclopropene, 1-bromo-3,3-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropene, 1-bromo-3,3-dimethyl- (9CI)(108176-10-9)
• EPA Substance Registry System: Cyclopropene, 1-bromo-3,3-dimethyl- (9CI)(108176-10-9)

Safety Data

• Hazardous Substances Data: 108176-10-9(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 23534-96-5 1-chloro-2,2-dibromo-3,3-dimethylcyclopropane 
• 23534-97-6 1,1,3‐tribromo‐2,2‐dimethylcyclopropane 

Downstream Products

• 78-80-8 2-methylbut-1-en-3-yne 
• 6214-31-9 3-bromo-3-methylbut-1-yne 

Relevant articles and documents

The Preparation and Lithiation of 1-Halogenocyclopropenes

Reaction of a range of 1,1,2-trihalogenocyclopropanes (halogen = bromine, chlorine) with methyl-lithium in ether at -90 - 20 deg C leads to 1,2-dehalogenation to the corresponding 1-halogenocyclopropene.The halogenocyclopropenes are readily lithiated by lithium-halogen exchange with a second equivalent of methyl-lithium to give 1-lithiocyclopropenes, which are in turn trapped by electrophiles; an exception to this is compound (21; X = Cl), which leads to 3-methylbuta-1,2-dienylidene (31) by initial lithium-hydrogen exchange and loss of lithium chloride.The cyclopropenes (5; R = Me, X = Br or Cl) and (21; X = Br or Cl) decompose even at temperatures around ambient, leading either to enynes (6; R = Me) or halogenoalkynes (18; X = Br or Cl).A 12C-labelling study indicates that C-1 of the cyclopropene (21; X = Cl) becomes C-2 of the alkyne (18; X = Cl) on rearrangement.