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337528

Sigma-Aldrich

Allyl bromide

reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer

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Synonym(s):
3-Bromo-1-propene
Linear Formula:
CH2=CHCH2Br
CAS Number:
Molecular Weight:
120.98
Beilstein/REAXYS Number:
605308
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

reagent grade

Quality Level

vapor density

4.2 (vs air)

assay

97%

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

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This Item
A29585A30702P51001
Allyl bromide reagent grade, 97%, contains ≤1000 ppm propylene oxide as stabilizer

337528

Allyl bromide

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

A29585

Allyl bromide

Allyl chloride reagent grade, 98%

A30702

Allyl chloride

Propargyl bromide solution 80 wt. % in toluene, contains 0.3% magnesium oxide as stabilizer

P51001

Propargyl bromide solution

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

refractive index

n20/D 1.469 (lit.)

refractive index

n20/D 1.469 (lit.)

refractive index

n20/D 1.414 (lit.)

refractive index

n20/D 1.494

mp

−119 °C (lit.)

mp

−119 °C (lit.)

mp

−130 °C (lit.)

mp

-

bp

70-71 °C (lit.)

bp

70-71 °C (lit.)

bp

44-46 °C (lit.)

bp

88-90 °C

form

liquid

form

liquid

form

liquid

form

-

application

Allyl bromide can be used:
  • For the synthesis of stereodefined allylated arenes via Suzuki-type coupling reaction.
  • In Barbier-type allylation reactions of aldehydes and ketones.{17]
  • To synthesize a monomer, 1-1-(allyloxy)-4-nitrobenzene while synthesizing nanostructured molecularly imprinted polymer for selective tryptophan assay in biological and pharmaceutical samples.

signalword

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_germany

WGK 3

flash_point_f

30.2 °F

flash_point_c

-1 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Catalyst-Free Suzuki-Type Coupling of Allylic Bromides with Arylboronic Acids
Scrivanti A, et al.
European Journal of Organic Chemistry, 2012(2), 264-268 (2012)
A tryptophan assay based on the glassy carbon electrode modified with a nano-sized tryptophan-imprinted polymer and multi-walled carbon nanotubes
Alizadeh T and Amjadi S
New. J. Chem., 41(11), 4493-4502 (2017)
Kiew-Ching Lee et al.
Chemical communications (Cambridge, England), (40)(40), 4209-4211 (2006-10-13)
The total synthesis of natural (4R,5R)-antillatoxin and its analog (4S,5S)-antillatoxin has been achieved; the optically pure key intermediates were prepared from indium mediated allylation of either primary or secondary allylic bromide with aldehyde in aquoues media, followed by highly selective
Martín Fañanás-Mastral et al.
Chemical communications (Cambridge, England), 47(20), 5843-5845 (2011-04-20)
A stereoselective synthesis of 1,2-hydroxyalkyl moieties is described herein. These valuable building blocks are obtained with complete regiocontrol and excellent stereocontrol both for the syn or the anti products, by choosing the appropriate enantiomer of the ligand in a copper-catalyzed
M Durandetti et al.
Organic letters, 3(13), 2073-2076 (2001-06-22)
[reaction: see text] Electrochemical arylation of arenecarboxaldehydes using an iron sacrificial anode in the presence of chromium and nickel catalysts afforded the corresponding arylated secondary alcohols in moderate to good yields. The chromium and nickel salts as catalysts are obtained

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