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Merck
CN

337528

Allyl bromide

reagent grade, 97%, 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:
106-95-6
Molecular Weight:
120.98
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
24860486
EC Number:
203-446-6
Beilstein/REAXYS Number:
605308
MDL number:
MFCD00000244
Assay:
97%
Form:
liquid

Key Documents

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Product Name

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

InChI key

BHELZAPQIKSEDF-UHFFFAOYSA-N

InChI

1S/C3H5Br/c1-2-3-4/h2H,1,3H2

SMILES string

BrCC=C

grade

reagent grade

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.)

functional group

alkyl halide
bromo

storage temp.

2-8°C

Quality Level

200

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6571
STBK7835
SDBB5344
SDBB2968
STBK2192

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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)
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
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
Konrad Koszinowski
Journal of the American Chemical Society, 132(17), 6032-6040 (2010-04-10)
Solutions of allyl indium reagents formed in the reactions of indium with allyl bromide and allyl iodide, respectively, in N,N-dimethylformamide, tetrahydrofuran, and water were analyzed by a combination of electrospray-ionization mass spectrometry, temperature-dependent (1)H NMR spectroscopy, and electrical conductivity measurements.
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