82783-71-9

Basic information

• Product Name: Bicyclo[1.1.1]pentane, 1,3-dibromo-
• CAS NO: 82783-71-9
• Molecular Formula: C5H6Br2
• Mol File: 82783-71-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Bicyclo[1.1.1]pentane, 1,3-dibromo-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[1.1.1]pentane, 1,3-dibromo-(82783-71-9)
• EPA Substance Registry System: Bicyclo[1.1.1]pentane, 1,3-dibromo-(82783-71-9)

Safety Data

• Hazardous Substances Data: 82783-71-9(Hazardous Substances Data)

Upstream product

• 56842-95-6 bicyclo<1.1.1>pentane-1,3-dicarboxylic acid 
• 156329-72-5 3-Bromo-bicyclo[1.1.1]pentane-1-carboxylic acid 2-thioxo-2H-pyridin-1-yl ester 
• 65862-03-5 methyl 3-phenyl-2,2-dichlorobicyclo<1.1.1>pentane-1-carboxylic acid 
• 83249-09-6 methyl 3-phenylbicyclo<1.1.1>pentane-1-carboxylate 
• 83249-04-1 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid 
• 56842-95-6 bicyclo<1.1.1>pentane-1,3-dicarboxylic acid 
• 156329-69-0 2-thioxo-1,2-dihydropyridin-1-yl 3-(methoxycarbonyl)bicyclo<1.1.1>pentane-1-carboxylate 
• 156329-70-3 3-bromobicyclo<1.1.1>pentane-1-carboxylic acid 
• 83249-14-3 methyl 3-bromobicyclo<1.1.1>pentane-1-carboxylate 
• 35634-10-7 [1.1.1]propellane 

Relevant articles and documents

Trapping the 3-Halobicyclo[1.1.1]pent-1-yl Cation. Mechanistic Implications and Synthesis of Mixed 1,3-Dihalobicyclo[1.1.1]pentanes

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Synthesis of Some Bridgehead-Bridgehead-Disubstituted Bicyclopentanes

The synthesis of a wide variety of 1,3-disubstituted bicyclopentanes is described, with particular emphasis on the generation of a series of 3-X-substituted bicyclopentyl bromides required for solvolytic studies.Functional group manipulation at the bridgehead was readily accomplished in the majority of cases by radical processes; in some instances, transformations were effected via carbanionic-type intermediates.

REACTIONS 0F PROPELLANE

The photochemical reactions of propellane with bromine, dioxane dibromide, iodine, (dichloroiodo)benzene, methyl iodide, carbon tetrabromide, bromoform, and tributyltin hydride take place by a radical mechanism and lead to the formation of the products from addition at the central bond, i.e., 1,3-substituted bicyclopentanes.In the photochemically initiated reactions of chloroform, carbon tetrachloride, and bromomalonic ester with propellane compounds with the structure of 1,1'-bis(bicyclopentane) are formed in significant amounts in addition to the above-mentioned compounds.The addition of hydrogen bromide with irradiation leads to the brominated derivatives of cyclopropane and cyclobutane.The formation of cyclobutane derivatives is also observed in the reactions with such reagents as bromine or dioxane bromide (with irradiation) and 2-nitrobenzenesulfenyl chloride (in the presence of atmospheric oxygen).In the course of the reaction of propellane with electrophilic reagents (mercuric acetate, tripropyl- and triallylboranes) ring cleavage occurs, and derivatives of methylenecyclobutane are formed.