1-Bromohexane

1-Bromohexane is organobromine compound with formula Br(CH2)5CH3. It is a colorless liquid.

1-Bromohexane
Names
IUPAC name
1-Bromohexane[1]
Other names
  • Bromohexane
  • Hexyl bromide}
  • 1-Hexyl bromide
  • n-Hexyl bromide
Identifiers
3D model (JSmol)
1731290
ChemSpider
ECHA InfoCard 100.003.501
EC Number
  • 203-850-2
MeSH 1-bromohexane
RTECS number
  • MO0925000
UNII
UN number 1993
Properties
C6H13Br
Molar mass 165.074 g·mol−1
Appearance Colorless liquid
Density 1.176 g/mL
Melting point −84.70 °C; −120.46 °F; 188.45 K
Boiling point 154 to 158 °C; 309 to 316 °F; 427 to 431 K
Insoluble
Solubility Alcohol, ether
1.448 (20 °C, D)
Thermochemistry
219.7 J K−1 mol−1
452.92 J K−1 mol−1
Std enthalpy of
formation (ΔfH⦵298)
 −196.1–−192.9 kJ mol−1
Std enthalpy of
combustion (ΔcH⦵298)
 −4026.2–−4023.0 kJ mol−1
Hazards
GHS pictograms
GHS Signal word Warning
GHS hazard statements
 H226, H315, H319, H335
P261, P305+351+338
NFPA 704 (fire diamond)
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 57 °C (135 °F; 330 K)
Lethal dose or concentration (LD, LC):
1.226 g/kg (IP, mouse)
Related compounds
Related alkanes
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Synthesis and reactions

Most 1-bromoalkanes are prepared by free-radical addition of hydrogen bromide to the 1-alkene. These conditions lead to anti-Markovnikov addition, giving the 1-bromo derivative.[2]

1-Bromohexane undergoes reactions expected of simple alkyl bromides. It can form Grignard reagents.[3] It reacts with potassium fluoride to give the corresponding fluorocarbons.[4]

See also

References
  1. "1-bromohexane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 26 March 2005. Identification. Retrieved 17 June 2012.
  2. Dagani, M. J.; Barda, H. J.; Benya, T. J.; Sanders, D. C. "Bromine Compounds". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a04_405.
  3. Garst, J., Ungvary, F., Batlaw, R., & Lawrence, K. (1991). Solvent attack in Grignard reagent formation from bromocyclopropane and 1-bromohexane in diethyl ether. Journal of American Chemical Society, 113, 5392-5397.
  4. Vogel, A. I.; Leicester, J.; Macey, W. A. T. (1956). "n-Hexyl Fluoride". Organic Syntheses. 36: 40. doi:10.15227/orgsyn.036.0040.
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