27975-80-0

Basic information

• Product Name: Benzene, (3-bromo-1-butynyl)-
• Synonyms: Benzene,(3-bromo-1-butynyl);2-bromo-4-phenyl-3-butyne;3-bromo-1-phenyl-1-butyne;(3-bromobut-1-ynyl)benzene;3-Brom-1-phenyl-but-1-in;3-bromo-1-phenylbut-1-yne
• CAS NO: 27975-80-0
• Molecular Formula: C10H9Br
• Molecular Weight: 209.085
• Mol File: 27975-80-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzene, (3-bromo-1-butynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (3-bromo-1-butynyl)-(27975-80-0)
• EPA Substance Registry System: Benzene, (3-bromo-1-butynyl)-(27975-80-0)

Safety Data

• Hazardous Substances Data: 27975-80-0(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 536-74-3 phenylacetylene 
• 591-50-4 iodobenzene 
• 102921-26-6 (1,2-dibromoethyl)benzene 
• 76651-94-0 4-phenylbut-3-yn-2-yl methanesulfonate 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 

Downstream Products

• 17075-00-2 2-methyl-4-phenyl-3-butyn-1-ol 
• 54857-14-6 1-(2,4-Dimethyl-6-phenyl-hex-1-en-5-yne-3-sulfonyl)-4-methyl-benzene 
• 4254-27-7 3-Ethylmercapto-1-phenyl-but-1-in 
• 92654-71-2 3,4-Dimethyl-1-phenylheptin-⁽¹⁾-ol-⁽⁴⁾ 
• 21223-33-6 (1-methyl-3-phenyl-prop-2-ynyl)-boronic acid dibutyl ester 
• 57354-90-2 5-methyl-3-phenyl-4-nitroisoxazole 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 622-76-4 1-phenyl-1-butyne 
• 32644-22-7 1-methyl-3-phenylallene 
• 71313-53-6 2-Methyl-dodeca-1,3,4-trien 
• 2327-98-2 (+)-1-Phenylbuta-1,2-dien 
• 75079-84-4 4-nitro-3-methyl-5-phenylisoxazole 
• 77305-92-1 C₁₀H₉⁽¹⁺⁾ 
• 1612-03-9 3-methyl-1-phenyl-but-1-yne 

Relevant articles and documents

Regioselective Iron-Catalysed Cross-Coupling Reaction of Aryl Propargylic Bromides and Aryl Grignard Reagents

An iron-catalysed Kumada-type cross-coupling reaction between aryl substituted propargylic bromides and arylmagnesium reagents has been developed. Propargylic coupling products were the main or only outcome, and propargyl/allene regioselectivity was shown to depend on the electronic nature of the substituents on the triple bond of the substrate and on the arylmagnesium halide. Best selectivities were observed when electron donating substituents were present in either reagent. The process is stereoespecific, occurs with configuration inversion and no carbon-based radicals seem to be involved in the mechanism. (Figure presented.).

Iron-Catalyzed Coupling of Propargyl Bromides and Alkyl Grignard Reagents

An iron-catalyzed Kumada-type cross-coupling reaction of propargyl halides with alkylmagnesium reagents is described. The reaction is fast, takes place in smooth conditions, tolerates several functional groups that would be able to react with the Grignard reagent, and may afford either allene or propargyl coupling derivatives. Factors involved in the observed regioselectivity have been studied.

Lactone radical cyclizations and cyclization cascades mediated by SmI 2-H2O

Unsaturated lactones undergo reductive radical cyclizations upon treatment with SmI2-H2O to give decorated cycloheptanes in a single highly selective operation during which up to three contiguous stereocenters are generated. Furthermore, cascade processes involving lactones bearing two alkenes, an alkene and an alkyne, or an allene and an alkene allow "one-pot" access to biologically significant molecular scaffolds with the construction of up to four contiguous stereocenters. The cyclizations proceed by the trapping of radical anions formed by electron transfer reduction of the lactone carbonyl.