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Sigma-Aldrich

2-Bromoethyl ether

technical grade, 90%

Synonym(s):

Bis(2-bromoethyl) ether

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About This Item

Linear Formula:
(BrCH2CH2)2O
CAS Number:
5414-19-7
Molecular Weight:
231.91
EC Number:
226-504-2
MDL number:
MFCD00039196
UNSPSC Code:
12352100
PubChem Substance ID:
24863876
NACRES:
NA.22

grade

technical grade

assay

90%

form

liquid

bp

92-93 °C/12 mmHg (lit.)

density

1.845 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

BrCCOCCBr

InChI

1S/C4H8Br2O/c5-1-3-7-4-2-6/h1-4H2

InChI key

FOZVXADQAHVUSV-UHFFFAOYSA-N

Related Categories

General description

2-Bromoethyl ether (2,2′-Dibromodiethyl ether) is a halogen containing ether. 2,2′-Dibromodiethyl ether has been prepared by reacting dioxane with anhydrous, bromine free hydrogen bromide.

Application

2-Bromoethyl ether (2,2′-Dibromodiethyl ether) may be used in the preparation of 1,4,7-trioxa-10-19-dithia-13,16-diaza-12,17-dioxo-8,9,14,15,20,21-tribenzoheneicosane.
2-Bromoethyl ether may be used in the synthesis of macroheterocycles including redox-active tetrathiafulvalene linked systems and polyoxaza cryptands.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

185.0 °F

flash_point_c

85 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Journal of the Chemical Society. Chemical Communications, 1550-1550 (1992)
J. Chem. Soc. Perkin Trans. II, 1213-1213 (1989)
The reaction of dioxane with hydrogen bromide.
Cleave ABV and Blake RI.
Canadian Journal of Chemistry, 29(9), 785-789 (1951)
Ping-Yu Wu et al.
The Journal of organic chemistry, 71(2), 833-835 (2006-01-18)
[reaction: see text] A mild asymmetric arylation of aromatic aldehydes catalyzed by gamma-amino thiol 5 gave the corresponding diarylmethanols with 95 to >99.5% ee.
New approach to the synthesis of dibenzodithia-and benzothiaazacrown ethers via the aromatization of 2-alkylthio (arylthio) cyclohexanes during bromination.
Kudryatsev KV and Samofin VV.
Chemistry of Heterocyclic Compounds, 33(1), 106-111 (1997)

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