329118
Geranyl bromide
95%
Synonym(s):
trans-1-Bromo-3,7-dimethyl-2,6-octadiene
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About This Item
Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2Br
CAS Number:
Molecular Weight:
217.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
228-123-7
Beilstein/REAXYS Number:
1703631
MDL number:
Assay:
95%
Form:
liquid
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.)
functional group
alkyl halide, bromo
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
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
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
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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
Palladium-catalyzed cross-coupling reactions of organogold(I) phosphanes with allylic electrophiles.
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 329118-25G | 04061826718094 |
| 329118-5G | 04061826718100 |