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656291

Sigma-Aldrich

4,5-Dibromo-2-furoic acid

97%

Synonym(s):

2,3-Dibromofuran-5-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C5H2Br2O3
CAS Number:
2434-03-9
Molecular Weight:
269.88
MDL number:
MFCD00092311
UNSPSC Code:
12352100
PubChem Substance ID:
24883713
NACRES:
NA.22

assay

97%

form

solid

mp

169-173 °C

functional group

bromo
carboxylic acid

SMILES string

OC(=O)c1cc(Br)c(Br)o1

InChI

1S/C5H2Br2O3/c6-2-1-3(5(8)9)10-4(2)7/h1H,(H,8,9)

InChI key

BHUVICYZDBUMIU-UHFFFAOYSA-N

Related Categories

Application

Used in a study of the effect of a furanyl halo-substituent on the intramolecular Diels-Alder reaction between the furan ring system and a pendant allylamide. The yield of the cycloaddition is improved with a C-5 bromide vs -chloro or -unsubstituted furan.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW0266V
MKBR0350V
02809DJ
05707CJ
09320TH

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Albert Padwa et al.
The Journal of organic chemistry, 71(15), 5432-5439 (2006-07-15)
Intramolecular Diels-Alder reactions involving a series of N-alkenyl-substituted furanyl amides were investigated. Stable functionalized oxanorbornenes were formed in high yield upon heating at 80-110 degrees C. The cycloaddition reactions include several bromo-substituted furanyl amides, and these systems were found to

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