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176524

Sigma-Aldrich

3-Bromofuran

97%

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About This Item

Empirical Formula (Hill Notation):
C4H3BrO
CAS Number:
22037-28-1
Molecular Weight:
146.97
Beilstein/REAXYS Number:
105337
EC Number:
244-744-6
MDL number:
MFCD00005347
UNSPSC Code:
12352100
PubChem Substance ID:
24850584
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.496 (lit.)

bp

103 °C (lit.)

density

1.635 g/mL at 25 °C (lit.)

functional group

bromo

storage temp.

−20°C

SMILES string

Brc1ccoc1

InChI

1S/C4H3BrO/c5-4-1-2-6-3-4/h1-3H

InChI key

LXWLEQZDXOQZGW-UHFFFAOYSA-N

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Application

3-Bromofuran was used in the preparation of 2-substituted 3-furfurals. It was also used in the synthesis of 5,6-dehydronorcantharidins.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

37.4 °F - closed cup

flash_point_c

3 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000364322
0000364322
0000135253
BGBC4279V
BGBC1351V

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Ann Rowley Kelly et al.
Journal of the American Chemical Society, 130(12), 4097-4104 (2008-03-05)
Furans and pyrroles are important synthons in chemical synthesis and are commonly found in natural products, pharmaceutical agents, and materials. Introduced herein are three methods to prepare 2-substituted 3-furfurals starting from 3-furfural, 3-bromofuran, and 3-vinylfurans. Addition of a variety of
Adam McCluskey et al.
Bioorganic chemistry, 31(1), 68-79 (2003-04-17)
Diels-Alder addition of furans (furan, furfuryl alcohol, and 3-bromofuran) to maelic anhydride yields three distinct 5,6-dehydronorcantharidins. Hydrogenation of (4,10-dioxatricyclo[5.2.1.0]decane-3,5-dione) (4a), in dry ethanol affords the monoester (7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic aid monoethyl ester) (6). Subsequent transesterification affords a series of monoesters (7-oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid

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