05870
Allyl bromide
purum, ≥98.0% (GC)
Synonym(s):
3-Bromo-1-propene
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About This Item
Linear Formula:
CH2=CHCH2Br
CAS Number:
Molecular Weight:
120.98
EC Number:
203-446-6
UNSPSC Code:
12352101
PubChem Substance ID:
Beilstein/REAXYS Number:
605308
MDL number:
vapor density
4.2 (vs air)
grade
purum
assay
≥98.0% (GC)
autoignition temp.
554 °F
contains
silverwool as stabilizer
expl. lim.
7.3 %
refractive index
n20/D 1.469
bp
70-71 °C (lit.)
mp
−119 °C (lit.)
density
1.398 g/mL at 25 °C (lit.)
SMILES string
BrCC=C
InChI
1S/C3H5Br/c1-2-3-4/h2H,1,3H2
InChI key
BHELZAPQIKSEDF-UHFFFAOYSA-N
Application
Allyl bromide can be used:
- As a starting material to prepare allylaluminum and allylgallium sesquibromides.
- As a precursor in the synthesis of allyl ketones by reacting with substituted nitriles under Barbier-type reaction conditions.
- As a starting material in the synthesis of 2-allyl-1(E),3(E)-dienyl sulfoxides by reacting with 1,2-allenylic sulfoxides using Pd catalyst.
- In the indium catalyzed addition reactions of N-tert-butylsulfinyl aldimines to yield N-tert-butylsulfinylamine chiral building blocks.
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signalword
Danger
Hazard Classifications
Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
30.2 °F - closed cup
flash_point_c
-1 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Regulatory Information
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Indium-catalyzed reduction of allyl bromide with gallium or aluminum. Formation of allylgallium and allylaluminum sesquibromides
Takai K and Ikawa Y
Organic Letters, 4(10), 1727-1729 (2002)
Indium-mediated diastereoselective addition of allyl bromides to enantiomerically pure N-tert-butylsulfinyl aldimines
Foubelo F and Yus M
Tetrahedron Asymmetry, 15(24), 3823-3825 (2004)
Synthesis of allyl ketone via Lewis acid promoted Barbier-type reaction
Lee Adam S-Y and Lin L-S
Tetrahedron Letters, 41(45), 8803-8806 (2000)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 205486-1G | 04061826704578 |
| 205486-5G | 04061838767738 |