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D40752

Sigma-Aldrich

1,2-Dibromoethane

98%

Synonyme(s) :

EDB, Ethylene dibromide

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About This Item

Formule linéaire :
BrCH2CH2Br
Numéro CAS:
106-93-4
Poids moléculaire :
187.86
Beilstein:
605266
Numéro CE :
203-444-5
Numéro MDL:
MFCD00000233
Code UNSPSC :
12352100
ID de substance PubChem :
24893813
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Densité de vapeur

~6.5 (vs air)

Niveau de qualité

200

Pression de vapeur

11.7 mmHg ( 25 °C)

Essai

98%

Forme

liquid

Indice de réfraction

n20/D 1.539 (lit.)

pb

131-132 °C (lit.)

Pf

8-11 °C (lit.)

Densité

2.18 g/mL at 25 °C (lit.)

Chaîne SMILES 

BrCCBr

InChI

1S/C2H4Br2/c3-1-2-4/h1-2H2

Clé InChI

PAAZPARNPHGIKF-UHFFFAOYSA-N

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Application

1,2-Dibromoethane can be used:
  • To prepare functionalized styrenes by reacting with arylboronic acids via palladium-catalyzed cross-coupling reaction.[1]
  • Along with potassium iodide(KI) for α-acyloxylation of ketones with carboxylic acids without the use of transition metals and strong oxidants.[2]
  • In the synthesis of 5-aryl/alkyl-2-vinyl-2H-tetrazoles through one-pot regioselective vinylation of 5-tetrazoles without a metal catalyst or organocatalyst.[3]
  • In the preparation of aryltriethoxysilane using aryl bromide, Mg powder and tetraethyl orthosilicate through sonochemical Barbier-type reaction.[4]
  • As a reoxidizing reagent along with a silver catalyst in the regioselective carbomagnesiation of terminal alkynes with alkyl Grignard reagents.[5]

Autres remarques

May darken in storage

Pictogrammes

Skull and crossbonesHealth hazardEnvironment
GHS06,GHS08,GHS09

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
MKCS6413
BCCG8181
MKCP8330
BCCF6177
MKCN9583

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

Consulter la Bibliothèque de documents

One-pot regioselective vinylation of tetrazoles: preparation of 5-substituted 2-vinyl-2H-tetrazoles
Roh J, et al.
Tetrahedron Letters, 51(10), 1411-1414 (2010)
1,2-Dibromoethane and KI mediated α-acyloxylation of ketones with carboxylic acids
Wang X, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 5(16), 2891-2894 (2019)
Saturation vapor pressures and transition enthalpies of low-volatility organic molecules of atmospheric relevance: from dicarboxylic acids to complex mixtures.
Merete Bilde et al.
Chemical reviews, 115(10), 4115-4156 (2015-05-02)
Silver-catalyzed carbomagnesiation of terminal aryl and silyl alkynes and enynes in the presence of 1, 2-dibromoethane
Fujii Y, et al.
Chemical Communications (Cambridge, England), 47(9), 1115-1117 (2009)
A facile and efficient synthesis of aryltriethoxysilanes via sonochemical Barbier-type reaction
Lee AS, et al.
Tetrahedron Letters, 47(39), 7085-7087 (2006)
Afficher tous les articles scientifiques apparentés

Questions

1–2 of 2 Questions  

  1. 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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  2. 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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