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Merck
CN

656291

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:
Molecular Weight:
269.88
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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Product Name

4,5-Dibromo-2-furoic acid, 97%

InChI

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

SMILES string

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

InChI key

BHUVICYZDBUMIU-UHFFFAOYSA-N

assay

97%

form

solid

mp

169-173 °C

functional group

bromo
carboxylic acid

Quality Level

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

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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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