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1-Bromopentane

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1-Bromopentane
Names
IUPAC name
1-Bromopentane
Other names
  • Amyl bromide
  • n-Amyl bromide
  • Pentyl bromide
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.434 Edit this at Wikidata
EC Number
  • 203-776-0
UNII
UN number 1993
  • InChI=1S/C5H11Br/c1-2-3-4-5-6/h2-5H2,1H3
    Key: YZWKKMVJZFACSU-UHFFFAOYSA-N
  • CCCCCBr
Properties
C5H11Br
Molar mass 151.047 g·mol−1
Appearance Colorless liquid
Density 1.22 g·cm−3 (20 °C)
Boiling point 129.8 °C (265.6 °F; 402.9 K)
Vapor pressure 9.39 mmHg (25 °C)
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS09: Environmental hazard
Warning
H226, H315, H319, H335, H411
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1-Bromopentane or amyl bromide is a bromoalkane and isomer of bromopentane. It is a colorless liquid. It is found as a natural product in Fucus vesiculosus.[1]

Preparation

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

It is also formed by the reaction of 1-pentanol with hydrogen bromide.

See also

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References

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  1. ^ Rutz, Adriano; Bisson, Jonathan; Allard, Pierre-Marie (2023). "The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata)". doi:10.5281/zenodo.7534071.
  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. ISBN 978-3527306732.