1-Bromopentane

1-Bromopentane
Names
	IUPAC name 1-Bromopentane
	Other names Amyl bromide; n-Amyl bromide; Pentyl bromide;
Identifiers
CAS Number	110-53-2;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL155850;
ChemSpider	7766;
ECHA InfoCard	100.003.434
EC Number	203-776-0;
PubChem CID	8057;
UNII	Z2S4R599P0;
UN number	1993
CompTox Dashboard (EPA)	DTXSID3049203 ;
	InChI InChI=1S/C5H11Br/c1-2-3-4-5-6/h2-5H2,1H3 Key: YZWKKMVJZFACSU-UHFFFAOYSA-N;
	SMILES CCCCCBr;
Properties
Chemical formula	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:
Pictograms
Signal word	Warning
Hazard statements	H226, H315, H319, H335, H411
Precautionary statements	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). Infobox references

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

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.

References

^ 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.
^ 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.

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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.

[Ullmann-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.

[1]

[2]

Preparation

See also

References