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5-Bromo-2-furaldehyde

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CAS:1899-24-7
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  • 2021-07-13
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5-Bromo-2-furaldehyde Basic information
Product Name:5-Bromo-2-furaldehyde
Synonyms:2-Furancarboxaldehyde, 5-bromo-;5-Bromo-2-furaldehyde acid;5-Bromo-2-furaldehyde, stabilized with 2% ethanol;5-BROMOFURANCARBOXALDEHYDE;5-BROMOFURAN-2-CARBOXALDEHYDE;5-BROMO-2-FURALDEHYDE;5-BROMO-2-FURFURAL;5-Bromo-2-furaldehyde, 5-Bromo-2-furfural
CAS:1899-24-7
MF:C5H3BrO2
MW:174.98
EINECS:628-757-8
Product Categories:aldehyde| alkyl bromide;Furans, Benzofurans & Dihydrobenzofurans;Building Blocks;Furans;FuransHeterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Aldehydes;Furans, Benzofurans & Dihydrobenzofurans;Miscellaneous
Mol File:1899-24-7.mol
5-Bromo-2-furaldehyde Structure
5-Bromo-2-furaldehyde Chemical Properties
Melting point 82-85 °C (lit.)
Boiling point 112 °C/16 mmHg (lit.)
density 1.5940 (rough estimate)
refractive index 1.4450 (estimate)
Fp 112°C/6mm
storage temp. 2-8°C
solubility Chloroform, Methanol
form Powder
color Slightly yellow
Sensitive Air Sensitive
BRN 108403
Stability:Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference1899-24-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36-36/37/39
WGK Germany 3
Hazard Note Harmful
HazardClass IRRITANT
HS Code 29130000
MSDS Information
ProviderLanguage
5-Bromo-2-furaldehyde English
SigmaAldrich English
ACROS English
ALFA English
5-Bromo-2-furaldehyde Usage And Synthesis
Chemical Propertiessolid
Physical properties5-Bromo-2-furfuraldehyde is a light yellow powder, soluble in carbon dichloride , carbon tetrachloride, ether and other organic solvents.
Uses5-Bromo-2-furaldehyde is used in the preparation of isoindolinones from furfural. Also used in the preparation of brominated nitrovinylfuran which displays antibacterial activity.
Uses5-Bromo-2-furaldehyde may be employed for the following syntheses:
  • 5-substituted 2-furaldehydes
  • anilines, through a novel one-pot, two-step amination/Diels-Alder procedure
  • 5-(5′,8′-dimethyl-9′-tert-butoxycarbonyl-9′H-carbazol-3′-yl)-furan-2-carbaldehyde
  • 5-(6-hydroxyhexyl)-2-furaldehyde
  • 5-methylsulfonyl-2-furaldehyde
  • 5-phenylsulfonyl-2-furaldehyde
  • 5-(4-acetamidobenzylsulfonyl)-2-furaldehyde
  • 5-iodo-2-furaldehyde
PreparationA three-necked 50 mL round bottom flask was charged with [bmim]Br3 (20 mmol) followed by dropwise addition of freshly distilled 2-furfural (20 mmol) over a period of 0.5 h and the reaction mixture was stirred for at 40 ℃ 2.5 h under nitrogen atmosphere. The mixture was extracted with petroleum ether (30 mL × 3), the organic layer was washed with water, dried (sodium sulfate) and concentrated. The crude product was purified by distillation and recrystallization with 10 % ethyl acetate-ether solution.
5-Bromo-2-furfural of yellowish crystal in 88 % yield was obtained. Mp. 82-85 ℃, 1H NMR (CDCl3), δ: 9.55 (s, 1H), 7.25 (s, 1H), 6.57 (s, 1H).
Tag:5-Bromo-2-furaldehyde(1899-24-7) Related Product Information
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