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Merck

337528

Sigma-Aldrich

Bromuro de alilo

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

Sinónimos:

3-Bromo-1-propeno

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About This Item

Fórmula lineal:
CH2=CHCH2Br
Número de CAS:
Peso molecular:
120.98
Beilstein/REAXYS Number:
605308
EC Number:
MDL number:
UNSPSC Code:
12352101
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.)

functional group

alkyl halide
bromo

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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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 - closed cup

flash_point_c

-1 °C - closed cup

ppe

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


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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)
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)
Jing-Mei Huang et al.
Chemical communications (Cambridge, England), (26)(26), 3943-3945 (2009-08-08)
An efficient electrosynthesis of homoallylic alcohols from allylic bromides and aldehydes in aqueous ammonia is achieved in an undivided cell fitted with a pair of zinc electrodes.
Xiaoyu Yan et al.
Chemical communications (Cambridge, England), 46(41), 7801-7803 (2010-09-22)
Reaction of alkynylzirconates with allyl bromides afforded β-allyl-zirconacyclopentadienes with high selectivity in unique reaction site.
José C González-Gómez et al.
The Journal of organic chemistry, 75(18), 6308-6311 (2010-08-21)
The combination of an aldehyde, an allylic bromide, and tert-butanesulfinamide in the presence of indium metal and titanium tetraethoxide allows straightforward access to homoallylamine derivatives in high yields and stereoselectivities. Moreover, the synthetic utility of the enantioenriched homoallylamine derived from

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