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5-Bromofuroic acid

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5-Bromofuroic acid Basic information
Product Name:5-Bromofuroic acid
Synonyms:2-Furancarboxylic acid, 5-bromo-;2-Furoic acid, 5-bromo-;RARECHEM AL BE 0601;OTAVA-BB BB0125160212;5-BROMO-2-FURANCARBOXYLIC ACID;5-BROMO-2-FUROIC ACID;5-BROMO-FURAN-2-CARBOXYLIC ACID;5-BROMOFUROIC ACID
CAS:585-70-6
MF:C5H3BrO3
MW:190.98
EINECS:209-559-7
Product Categories:API intermediates;Furans
Mol File:585-70-6.mol
5-Bromofuroic acid Structure
5-Bromofuroic acid Chemical Properties
Melting point 188-190 °C(lit.)
Boiling point 281.6±25.0 °C(Predicted)
density 1.7703 (rough estimate)
refractive index 1.4690 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka2.84±0.10(Predicted)
form Crystalline Flakes or Powder
color White to cream or beige
BRN 118354
InChI1S/C5H3BrO3/c6-4-2-1-3(9-4)5(7)8/h1-2H,(H,7,8)
InChIKeyYVTQHZDUDUCGRD-UHFFFAOYSA-N
SMILESOC(=O)c1ccc(Br)o1
CAS DataBase Reference585-70-6(CAS DataBase Reference)
NIST Chemistry Reference5-Bromofuroic acid(585-70-6)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 24/25-39-26
WGK Germany 3
HazardClass IRRITANT
HS Code 29321900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
MSDS Information
ProviderLanguage
5-Bromo-2-furancarboxylic acid English
ACROS English
SigmaAldrich English
ALFA English
5-Bromofuroic acid Usage And Synthesis
Chemical Propertieswhite to cream or beige crystalline flakes
Synthesis
2-Furoic acid

88-14-2

5-Bromofuroic acid

585-70-6

Furan-2-carboxylic acid (2.50 g, 22.3 mmol) was used as starting material and dissolved in a solvent mixture of glacial acetic acid (2.0 ml) and carbon tetrachloride (20.0 ml). Bromine (0.8 ml, 13.3 mmol) was added slowly in three portions at 20°C, 6 hours apart, and the reaction was carried out for 5 minutes after addition. The reaction temperature was then maintained at 60°C with continuous stirring for 24 hours. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure. The resulting solid was washed with hot deionized water, filtered and dried to afford 5-bromo-2-furoic acid (3.46 g, 18.1 mmol) in 86% yield.

References[1] Patent: CN106977476, 2017, A. Location in patent: Paragraph 0073-0093
[2] Journal of Materials Chemistry A, 2014, vol. 2, # 18, p. 6589 - 6597
[3] Journal of Pharmaceutical Sciences, 1981, vol. 70, # 10, p. 1095 - 1100
[4] Heterocycles, 1994, vol. 38, # 4, p. 759 - 768
[5] Justus Liebigs Annalen der Chemie, 1953, vol. 580, p. 169,187
5-Bromofuroic acid Preparation Products And Raw materials
Raw materialsAcetic acid-->Bromine-->Acetic anhydride-->Ammonia-->Carbon tetrachloride-->Barium chloride dihydrate-->2-Furoic acid
Preparation ProductsMETHYL 5-BROMO-2-FUROATE-->2-Bromofuran-->CHEMBRDG-BB 7321001
Tag:5-Bromofuroic acid(585-70-6) Related Product Information
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