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03505

1,2-Dibromoethane

purum, ≥98.0% (GC)

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:
329747727
EC Number:
203-444-5
Beilstein/REAXYS Number:
605266
MDL number:
MFCD00000233
Assay:
≥98.0% (GC)
Form:
liquid
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vapor density

~6.5 (vs air)

Quality Level

200

vapor pressure

11.7 mmHg ( 25 °C)

grade

purum

assay

≥98.0% (GC)

form

liquid

refractive index

n20/D 1.539

bp

131-132 °C (lit.)

mp

8-11 °C (lit.)

density

2.18 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

BrCCBr

InChI

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

InChI key

PAAZPARNPHGIKF-UHFFFAOYSA-N

General description

1,2-Dibromoethane (EDB) is a water-soluble dihaloalkane that was widely used as a soil and grain fumigant. This led to the contamination of soil, surface, and groundwater with residual EDB. As it is a potent carcinogen and mutagen, many studies have been conducted to identify chemical reactions for its degradation in the environment.

Application

1,2-Dibromoethane can be used:
  • To generate vinyl bromide in situ, which can undergo a palladium-catalyzed cross-coupling reaction with aryl boronic acids to form functionalized styrene derivatives.
  • As a brominating agent of tertiary carbanions in sterically hindered molecules.
  • As a building block to synthesize 2-arylsulfonyl hydrazones, (±)-horsfiline and 7-oxo-2, 3-dihydro-7H-pyrido [1,2,3-de] [1,4] benzoxazine-6-carboxylic acids.

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Danger

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

wgk

WGK 3

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3437
BCCK0254
BCCH7113
BCCG6671
BCCF5058

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Reaction products and rates of disappearance of simple bromoalkanes, 1, 2-dibromopropane, and 1, 2-dibromoethane in water
Vogel TM and Reinhard M
Environmental Science & Technology, 20(10), 992-997 (1986)
Complete heterogeneously photocatalyzed transformation of 1, 1-and 1, 2-dibromoethane to carbon dioxide and hydrogen bromide
Nguyen T and Ollis DF
The Journal of Physical Chemistry, 88(16), 3386-3388 (1984)
1,2-Dibromoethane in the synthesis of 2-bromoesters: Bromination vs alkylation.
Ortuno, Rosa M and others
Tetrahedron, 50(32), 9825-9830 (1994)
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Global Trade Item Number

SKUGTIN
03505-100ML04061838618931
03505-1L04061837082528
03505-500ML04061838618948