42474-21-5

Usage

Physical state

Colorless to pale yellow liquid

Odor

Strong, pungent

Primary use

Intermediate in organic synthesis
a. Production of pharmaceuticals
b. Production of agrochemicals

Additional uses

a. Solvent
b. Manufacture of other chemicals

Flammability

Highly flammable

Hazardous properties

May release toxic fumes when heated

Environmental and health hazards

Not known to have significant hazards, but proper handling and disposal procedures should be followed to minimize potential risks.

InChI:InChI=1/C7H14Br2/c1-2-3-4-5-7(9)6-8/h7H,2-6H2,1H3

Upstream product

• 592-76-7 1-Heptene 
• 7182-86-7 tetrabutylammonium p-toluenesulfonate 
• 90331-50-3 lithium p-nitrobenzenesulfonate 
• 64-19-7 acetic acid 
• 86724-18-7 N-n-heptyl-N'-tosylhydrazine 
• 123-82-0 2-heptylamine 
• 89149-55-3 heptyl 4-methylbenzenesulfinate 

Downstream Products

• 628-71-7 1-Heptyne 
• 89942-12-1 (E)/(Z)-1-bromo-1-heptene 
• 142-82-5 n-heptane 
• 129855-19-2 2-(Phenylsulfonyl)-1-heptene 
• 93297-04-2 1-[(E)-hept-1-enylsulfonyl]benzene 
• 18317-64-1 1-bromocycloheptene 
• 66-25-1 hexanal 
• 70600-49-6 non-1-yne-3(E)-ene 
• 51447-08-6 (1,3Z,5E)-undeca-1,3,5-triene 

Relevant academic research and scientific papers

Micellar Effects upon Alkene Bromination. 2. The Role of Alkene Hydrophobicity

Surface polarity of cettyltrimethylammonium bromide (CTAB) aqueous micelles was checked by use of as a probe the bromination reaction of a series of 1-alkenes and a water-soluble alkene, cis-4-cyclohexene-1,2-dicarboxylic acid dimethyl ester (I).There was

PARTICIPATION OF SULFONATE IONS IN THE ELECTROPHILIC ADDITION OF HALOGENS TO OLEFINS

The reactions of ethylene, 1-heptene, cyclohexene, and styrene with chlorine and bromine in methylene chloride and chloroform in the presence of tetrabutylammonium p-toluenesulfonate and tetrabutylammonium methanesulfonate were investigated.In all cases the 2-halogenoalkyl esters of the sulfonic acids were obtained with comparable yields in addition to the 1,2-dihalides.The addition of chlorine and bromine to cyclohexene and also of bromine to 1-heptene in acetic acid in the presence of lithium p-nitrobenzenesulfonate leads to 2-halogenoalkyl esters of the sulfonicacids and acetic acid in addition to the 1,2-dihalides.These data indicate concurrent combination of the sulfonate anions at the concluding stage of AdE reactions.The mechanistic aspects and consequences of this effect are discussed.

OXIDATION OF N-ALKYL-N'-TOSYLHYDRAZINES WITH BROMINE

Oxidation of N-alkyl-N'-tosylhydrazines with bromine yield alkyl bromides, vicinal alkyl dibromides and traces of alcohols.The main products of primary hydrazines are monobromides whereas secondary hydrazines preferably produce dibromides.The reaction proceeds with evolution of nitrogen and hydrobromic acid and by the formation of intermediate sulfinic ester wich may be isolated.Various substrates were examined under different conditions to confirm the validity of the reaction mechanism hypothesized.

One-pot Conversions of Amines into Olefins via Non-isolated Pyridinium Intermediates

Secondary alkyl primary amines are converted by the pyrylium salt (1) directly at 20 deg C into olefins via the corresponding secondary carbenium ions.Isomeric olefin mixtures are elucidated and result from carbenium ion rearrangements.