Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

329118

Sigma-Aldrich

Geranyl bromide

95%

Synonym(s):

trans-1-Bromo-3,7-dimethyl-2,6-octadiene

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2Br
CAS Number:
Molecular Weight:
217.15
Beilstein/REAXYS Number:
1703631
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

liquid

refractive index

n20/D 1.504 (lit.)

bp

101-102 °C/12 mmHg (lit.)

density

1.094 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C(C)=C\CC\C(C)=C\CBr

InChI

1S/C10H17Br/c1-9(2)5-4-6-10(3)7-8-11/h5,7H,4,6,8H2,1-3H3/b10-7+

InChI key

JSCUZAYKVZXKQE-JXMROGBWSA-N

Looking for similar products? Visit Product Comparison Guide

General description

Geranyl bromide undergoes palladium catalyzed cross-coupling reaction with aryl and alkenylgold(I) phosphanes.

Application

Geranyl bromide was used in synthesis of baicalein and 3,7-dihydroxyflavone derivatives. It was also used in synthesis of potential flavonoidic modulators of P-glycoprotein activity.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

167.0 °F - closed cup

flash_point_c

75 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

M Maitrejean et al.
Bioorganic & medicinal chemistry letters, 10(2), 157-160 (2000-02-15)
A new series of potential flavonoidic modulators of P-glycoprotein activity has been prepared. The flavanolignan silybin was first oxidised to dehydrosilybin and then C-alkylated with either prenyl or geranyl bromide. The resulting isoprenoid dehydrosilybins were shown to display high in
Marta Perro Neves et al.
European journal of medicinal chemistry, 46(6), 2562-2574 (2011-04-19)
Fourteen baicalein and 3,7-dihydroxyflavone derivatives were synthesized and evaluated for their inhibitory activity against the in vitro growth of three human tumor cell lines. The synthetic approaches were based on the reaction with prenyl or geranyl bromide in alkaline medium
Miguel Peña-López et al.
Organic & biomolecular chemistry, 10(8), 1686-1694 (2012-01-24)
Aryl and alkenylgold(I) phosphanes react regioselectively with allylic electrophiles such as cinnamyl and geranyl halides (bromide, chloride and acetates) under palladium catalysis in THF at 80 °C to afford the α-substitution product with moderate to high yields. When the reaction

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service