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337528

Sigma-Aldrich

Allyl bromide

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

Synonyme(s) :

3-Bromo-1-propene

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50.30 CHF
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170.00 CHF

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250 ML
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1 L
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About This Item

Formule linéaire :
CH2=CHCH2Br
Numéro CAS:
106-95-6
Poids moléculaire :
120.98
Beilstein:
605308
Numéro CE :
203-446-6
Numéro MDL:
MFCD00000244
Code UNSPSC :
12352101
ID de substance PubChem :
24860486
Nomenclature NACRES :
NA.22

50.30 CHF

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Qualité

reagent grade

Niveau de qualité

200

Densité de vapeur

4.2 (vs air)

Essai

97%

Forme

liquid

Température d'inflammation spontanée

554 °F

Contient

≤1000 ppm propylene oxide as stabilizer

Limite d'explosivité

7.3 %

Indice de réfraction

n20/D 1.469 (lit.)

pb

70-71 °C (lit.)

Pf

−119 °C (lit.)

Densité

1.398 g/mL at 25 °C (lit.)

Groupe fonctionnel

alkyl halide
bromo

Température de stockage

2-8°C

Chaîne SMILES 

BrCC=C

InChI

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

Clé InChI

BHELZAPQIKSEDF-UHFFFAOYSA-N

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Catégories apparentées

Application

Allyl bromide can be used:
  • For the synthesis of stereodefined allylated arenes via Suzuki-type coupling reaction.[1]
  • 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.[2]

Mention d'avertissement

Danger

Classification des risques

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

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

30.2 °F - closed cup

Point d'éclair (°C)

-1 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
STBL1896
SDBB2968
STBK2192
STBJ9501
STBK7835

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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)
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
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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