Basic information Safety Supplier Related

5-Bromo-2-furaldehyde

Basic information Safety Supplier Related

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-Bromo-2-furaL
  • 5-Bromo-2-furaldehyde 1899-24-7
  • 1899-24-7 5-Bromo-2-furaldehyde
  • 5-BROMOFURANCARBOXALDEHYDE
  • 5-BROMOFURFURAL
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
  • Miscellaneous
  • Aldehydes
  • Furans, Benzofurans & Dihydrobenzofurans
  • Heterocyclic Building Blocks
Mol File:
1899-24-7.mol
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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)
Flash point:
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 Reference
1899-24-7(CAS DataBase Reference)
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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

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5-Bromo-2-furaldehyde Usage And Synthesis

Chemical Properties

solid

Physical properties

5-Bromo-2-furfuraldehyde is a light yellow powder, soluble in carbon dichloride , carbon tetrachloride, ether and other organic solvents.

Uses

5-Bromo-2-furaldehyde is used in the preparation of isoindolinones from furfural. Also used in the preparation of brominated nitrovinylfuran which displays antibacterial activity.

Uses

5-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

Preparation

A 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).

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