Accéder au contenu
Merck
Toutes les photos(1)

Principaux documents

Voir toute la documentation

157449

Sigma-Aldrich

β-Bromostyrene

97%

Synonyme(s) :

beta-Bromostyrene, 1-Bromo-2-phenylethylene

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme

Sélectionner une taille de conditionnement

5 G
62,30 €

62,30 €

Check Cart for Availability
Devis pour commande en gros
Toutes les photos(1)

Sélectionner une taille de conditionnement

Changer de vue
5 G
62,30 €

About This Item

Formule linéaire :
C6H5CH=CHBr
Numéro CAS:
103-64-0
Poids moléculaire :
183.05
Beilstein:
2038495
Numéro CE :
203-131-3
Numéro MDL:
MFCD00000185
Code UNSPSC :
12352100
ID de substance PubChem :
24849679
Nomenclature NACRES :
NA.22

62,30 €

Check Cart for Availability
Devis pour commande en gros

Essai

97%

Forme

liquid

Indice de réfraction

n20/D 1.607 (lit.)

pb

110-112 °C/20 mmHg (lit.)

Pf

7 °C (lit.)

Densité

1.427 g/mL at 25 °C (lit.)

Groupe fonctionnel

bromo
phenyl

Température de stockage

2-8°C

Chaîne SMILES 

Br\C=C\c1ccccc1

InChI

1S/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H/b7-6+

Clé InChI

YMOONIIMQBGTDU-VOTSOKGWSA-N

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Catégories apparentées

Description générale

β-Bromostyrene is an α,β-unsaturated aromatic halide. It can be synthesized by catalytic Hunsdiecker reaction (CHR) of cinnamic acid.[1] It is commonly utilized as a precursor for preparing substituted alkenes, corresponding acetylenes and also in the total synthesis of natural compounds and antibiotics.[2]

Application

β-Bromostyrene was used in the one-pot method for the preparation of cinnamonitriles.[3] It was also used in the preparation of pure ethyl Z- and E-α,α-difluoro-4-phenyl-3-butenoate[4] and 1,3-diphenyl-1-butene.[5] It may be used in the synthesis of β-tert-butylstyrene via cross coupling reaction with tert-butylmagnesium chloride in the presence of dichloro[1,1′-bis(diphenylphosphino)ferrocene]nickel(II) catalyst.[6] It may also be used to prepare γ-but-2-enolactone by reacting with nickel carbonyl in the presence of alkynes.[7]

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

215.6 °F - closed cup

Point d'éclair (°C)

102 °C - closed cup

Équipement de protection individuelle

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

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
MKCW3513
MKCH6181
MKBT1768V
MKBN4773V
MKBJ5110V

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Les clients ont également consulté

Slide 1 of 2

1 of 2

(1,2-Dibromoethyl)benzene ≥98%

Sigma-Aldrich

178012

(1,2-Dibromoethyl)benzene

1,4-Dibromobenzene 98%

Sigma-Aldrich

D39029

1,4-Dibromobenzene

Enantioselective Preparation of C2-Symmetrical Ferrocenyl Ligands for Asymmetric Catalysis.
Schwink L and Knochel P.
Chemistry (Weinheim An Der Bergstrasse, Germany), 4(5), 950-968 (1998)
Cross-Coupling of Tertiary Alkyl Grignard Reagents with β-Bromostyrene Catalyzed by Dichloro[1,1'-bis(diphenylphosphino)ferrocene]nickel (II).
Hayashi T, et al.
Chemistry Letters (Jpn), 9(6), 767-768 (1980)
The reaction of ?-bromostyrene with nickel carbonyl in the presence of alkynes.
Ryang M, et al.
Journal of Organometallic Chemistry, 46(2), 375-377 (1972)
Catalytic Hunsdiecker Reaction and One-Pot Catalytic Hunsdiecker-Heck Strategy: Synthesis of α, β-Unsaturated Aromatic Halides, α-(Dihalomethyl) benzenemethanols, 5-Aryl-2, 4-pentadienoic acids, Dienoates and Dienamides.
Naskar D and Roy S.
Tetrahedron, 56(10), 1369-1377 (2000)
New method for the synthesis of β-bromostyrenes.
Shastin AV, et al.
Russian Chemical Bulletin, 50(8), 1401-1405 (2001)
Afficher tous les articles scientifiques apparentés

Questions

1–4 sur 4 questions  

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

    1 réponse

    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

      Utile ?

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

    1 réponse

    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

      Utile ?

  3. WHAT IS THE STEREOCHEMISTRY OF THIS COMPOUND?

    1 réponse

    1. The entire product is likely planar due to the conjugated effect between the aromatic ring and C=C double bond.

      Utile ?

  4. is there any possibility for decreacing the purity of the compound with out innert gases storage???

    1 réponse

    1. Yes, the purity of may decline over time if exposed to atmospheric oxygen. Storing the compound under inert gas, such as nitrogen or argon, prevents decomposition. Please see the link below to review additional information regarding the breakdown reaction published to PubChem:
      https://pubchem.ncbi.nlm.nih.gov/compound/5314126#section=Non-Human-Toxicity-Values

      Utile ?

Évaluations

Aucune valeur de notation

Filtres actifs

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique