1,2-dibromooctane

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Structural formula
Structural formula of 1,2-dibromooctane
Structural formula without stereochemistry
General
Surname 1,2-dibromooctane
other names
  • ( RS ) -1,2-dibromooctane
  • (±) -1,2-dibromooctane
  • rac -1,2-dibromooctane
  • 1,2-dibromooctane
  • Octyl dibromide
  • Octyl dibromide
Molecular formula C 8 H 16 Br 2
External identifiers / databases
CAS number 6269-92-7
EC number 613-071-3
ECHA InfoCard 100.128.013
PubChem 234283
Wikidata Q21614033
properties
Molar mass 272.02 g · mol -1
Physical state

liquid

density

1.452 g cm −3

Melting point

19 ° C

boiling point

241 ° C

Vapor pressure

7.6 Pa (25 ° C)

solubility

1.2 g l −1 in water (25 ° C)

Refractive index

1.493

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1,2-Dibromooctane is a doubly brominated aliphatic compound, usually a 1: 1 mixture ( racemate ) of the ( R ) - and the ( S ) - enantiomer . When “1,2-dibromooctane” is mentioned without a prefix in this article or in the scientific literature , the racemate ( RS ) -1,2-dibromooctane is meant.

presentation

Racemic 1,2-dibromooctane can be prepared on a laboratory scale with cooling by electrophilic addition of bromine to 1-octene :

Side reaction

In the event of a homolytic cleavage of the bromine molecule, a radical chain reaction can take place through the bromine radical. This is favored by an increased reaction temperature or high-energy light. Typical by-products are 3-bromo-1-octene from allyl bromination and lower oligomers .

use

1,2-Dibromooctane is used as a synthesis base in the chemical industry. In the EU, the connection was only pre-registered , but not registered .

See also

Individual evidence

  1. ↑ a b chemnet.com: CAS number: 6269-92-7 1,2-dibromooctane , accessed on November 29, 2015.
  2. ↑ a b c d Entry on 1,2-dibromooctane in the ChemSpider database of the Royal Society of Chemistry , accessed on November 29, 2015.
  3. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. ↑ InfoCard for Octane, 1,2-dibromo from the European Chemicals Agency (ECHA), accessed on January 4, 2019.