1,2-Dibromohexane

1,2-Dibromohexane
Structure of 1,2-dibromohexane
Names
IUPAC name
1,2-Dibromohexane
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 613-031-5
  • InChI=1S/C6H12Br2/c1-2-3-4-6(8)5-7/h6H,2-5H2,1H3
    Key: NUUUANNAZVEWHM-UHFFFAOYSA-N
  • CCCCC(CBr)Br
Properties
C6H12Br2
Molar mass 243.970 g·mol−1
Appearance Colorless liquid
Boiling point 90 °C (194 °F; 363 K) (2.4 kPa)[1]
1.5010 (20 °C)[1]
Hazards
GHS labelling:[2]
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,2-Dibromohexane is a haloalkane with the chemical formula C6H12Br2. It is a colorless liquid with a relatively high boiling point (90 °C).

Synthesis and reactions

1,2-Dibromohexane can be prepared by the bromination of 1-hexene. Elemental bromine and 1-hexene react together in an inert solvent to give 1,2-dibromohexane in high yields.

1,2-Dibromohexane can be used to synthesize 1-hexyne by reacting it with potassium hydroxide in triethylene glycol in a dehydrohalogenation reaction.[1] Alternatively, it also reacts with sodium amide in ammonia to yield 1-hexyne.[3]

References

  1. 1 2 3 Becker, Heinz G.O. (2001). Organikum (in German). Weinheim: Wiley-Vch. p. 280, 300. ISBN 3-527-29985-8.
  2. ↑ PubChem. "Hexane, 1,2-dibromo-". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-05-28.
  3. ↑ Vollhardt, K. Peter C.; Schore, Neil E. (2005). Organische Chemie (in German). Weinheim: Wiley-Vch. p. 643. ISBN 3-527-31380-X.