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Merck
CN

A29585

Allyl bromide

ReagentPlus®, 99%, contains ≤1000 ppm propylene oxide as stabilizer

Synonym(s):

3-Bromo-1-propene

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About This Item

Linear Formula:
CH2=CHCH2Br
CAS Number:
Molecular Weight:
120.98
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-446-6
Beilstein/REAXYS Number:
605308
MDL number:
Assay:
99%
Form:
liquid
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vapor density

4.2 (vs air)

Quality Level

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

554 °F

contains

≤1000 ppm propylene oxide as stabilizer

expl. lim.

7.3 %

refractive index

n20/D 1.469 (lit.)

bp

70-71 °C (lit.)

mp

−119 °C (lit.)

density

1.398 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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 reagent to prepare:
  • Allyl ketones by Barbier-type allylation of various nitriles in the presence of Lewis acid.
  • Homoallylic alcohols by reacting with aldehydes or ketones using zinc dust as a catalyst.
  • 1,5-hexadiene by reductive C-C bond coupling using silver hydride cluster.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Muta. 1B - 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

危险化学品

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Facile and efficient synthesis of homoallylic alcohols using allyl bromide and commercial zinc dust
Ranu BC, et al.
Tetrahedron Letters, 36(27), 4885-4888 (1995)
Gas-phase synthesis of [Ag4H]+ and its mediation of the C-C coupling of allyl bromide
Khairallah GN and O'Hair, Richard AJ
Angewandte Chemie (International Edition in English), 44(5), 728-731 (2005)
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

SKUGTIN
A29585-1KG04061833360095
A29585-5G04061833360125
A29585-500G04061833360118
A29585-100G04061833360088
A29585-3KG04061833360101