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252077

Sigma-Aldrich

1,4-Dibromopentane

97%

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About This Item

Linear Formula:
Br(CH2)3CHBrCH3
CAS Number:
Molecular Weight:
229.94
Beilstein:
605295
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.5085 (lit.)

bp

98-99 °C/25 mmHg (lit.)

mp

−34.4 °C (lit.)

density

1.687 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

CC(Br)CCCBr

InChI

1S/C5H10Br2/c1-5(7)3-2-4-6/h5H,2-4H2,1H3

InChI key

CNBFRBXEGGRSPL-UHFFFAOYSA-N

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Application

1,4-Dibromopentane has been used in the synthesis of:
  • pharaoh ant trail pheromone stereoisomer, indolizidine alkaloid
  • 1,2-dimethyl-1-phenylcyclopentane
  • Boc-L-2-amino-6-bromoheptanoic acid

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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An efficient access to both enantiomers of pipecolic acid.
Watanabe LA, et al.
Tetrahedron Asymmetry, 16(4), 903-908 (2005)
Indolizidine alkaloid synthesis. Preparation of the pharaoh ant trail pheromone and gephyrotoxin 223 stereoisomers.
Macdonald TL.
The Journal of Organic Chemistry, 45(1), 193-194 (1980)
Original syntheses of arylcycloalkanes.
Krief A and Barbeaux P.
Journal of the Chemical Society. Chemical Communications, 16, 1214-1216 (1987)

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