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D40752

1,2-Dibromoethane

Name: 1,2-Dibromoethane
Brand: ALDRICH

98%

Synonym(s):

EDB, Ethylene dibromide

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About This Item

Linear Formula:

BrCH₂CH₂Br

CAS Number:

106-93-4

Molecular Weight:

187.86

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24893813

EC Number:

203-444-5

Beilstein/REAXYS Number:

605266

MDL number:

MFCD00000233

Assay:

98%

Form:

liquid

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Properties

vapor density

~6.5 (vs air)

Quality Level

200

vapor pressure

11.7 mmHg ( 25 °C)

assay

98%

form

liquid

refractive index

n20/D 1.539 (lit.)

bp

131-132 °C (lit.)

mp

8-11 °C (lit.)

density

2.18 g/mL at 25 °C (lit.)

SMILES string

BrCCBr

InChI

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

InChI key

PAAZPARNPHGIKF-UHFFFAOYSA-N

Description

Application

1,2-Dibromoethane can be used:

To prepare functionalized styrenes by reacting with arylboronic acids via palladium-catalyzed cross-coupling reaction.
Along with potassium iodide(KI) for α-acyloxylation of ketones with carboxylic acids without the use of transition metals and strong oxidants.
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.
In the preparation of aryltriethoxysilane using aryl bromide, Mg powder and tetraethyl orthosilicate through sonochemical Barbier-type reaction.
As a reoxidizing reagent along with a silver catalyst in the regioselective carbomagnesiation of terminal alkynes with alkyl Grignard reagents.

Other Notes

May darken in storage

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pictograms

GHS06,GHS08,GHS09

signalword

Danger

hcodes

H301 + H311 + H331,H315,H319,H335,H350,H411

pcodes

P273 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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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)

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)

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Global Trade Item Number

SKU	GTIN
D40752-5G	04061837588983
D40752-250G	04061833564004
D40752-1KG	04061837588907