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5-Nitrofurfural

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5-Nitrofurfural Basic information

Product Name:
5-Nitrofurfural
Synonyms:
  • 5-nitro-furfura
  • Furfural, 5-nitro-
  • Nitrofurfural
  • 2-FURANCARBOXALDEHYDE, 5-NITRO-
  • 5-NITRO-2-FURALDEHYDE
  • 5-NITROFURALDEHYDE
  • 5-NITROFURFURAL
  • 5-NITROFURFURALDEHYDE
CAS:
698-63-5
MF:
C5H3NO4
MW:
141.08
EINECS:
211-816-3
Product Categories:
  • Furans
  • Furans, Benzofurans & Dihydrobenzofurans
  • ALDEHYDE
  • Aldehydes
  • Furans, Benzofurans & Dihydrobenzofurans
Mol File:
698-63-5.mol
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5-Nitrofurfural Chemical Properties

Melting point:
37-39 °C(lit.)
Boiling point:
121 °C10 mm Hg(lit.)
Density 
1.349 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.59(lit.)
Flash point:
92 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form 
Crystalline Low Melting Solid
color 
Yellow to brown
Water Solubility 
sparingly soluble
Sensitive 
Air & Light Sensitive
BRN 
120539
InChIKey
SXINBFXPADXIEY-UHFFFAOYSA-N
CAS DataBase Reference
698-63-5(CAS DataBase Reference)
NIST Chemistry Reference
2-Furancarboxaldehyde, 5-nitro-(698-63-5)
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Safety Information

Hazard Codes 
F,Xi,Xn
Risk Statements 
11-68-10
Safety Statements 
16-36/37
RIDADR 
UN 1325 4.1/PG 2
WGK Germany 
3
RTECS 
LT7200000
Hazard Note 
Irritant
HazardClass 
3.2
PackingGroup 
III
HS Code 
29321900
Hazardous Substances Data
698-63-5(Hazardous Substances Data)

MSDS

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5-Nitrofurfural Usage And Synthesis

Description

Nitrofuran carboxaldehyde (NFC) is used to synthesize many drugs and chemicals such as nifuraldezone, puraguanidine, nifuratrone, furmethoxadone, etc. Furfural the main structure of NFC was determined many years ago to be a byproduct of formic acid synthesis. Furfural is produced from agricultural byproducts such as sugarcane bagasse and corncobs.

Chemical Properties

Yellow to brown crystalline low melting solid

Uses

NFC and its derivatives have antibacterial and antifungal activities. They destroy both gram-positive and gram-negative organisms such as Staphylococcus aureus, Salmonella schotmuelleri, Pseudomonas aeruginosa, Proteus vulgaris, Escherichia coli, and Streptococcus pyogenes. They may be used as antibacterial agents in a prophylactic manner, for example, in cleaning and disinfecting products. This compound also has antitrichomonal and antifungal activities.

Uses

5-Nitro-2-furaldehyde was used in the synthesis of a series of 4-(5-nitrofuran-2-yl)prop-2-en-1-one derivatives. . It was also used in the synthesis of modified mesoporous silica (MCM-41). 5-Nitrofurfural can be commonly used as pharmaceutical intermediates.

Definition

ChEBI: 5-Nitrofurfural is a C-nitro compound and a member of furans.

Production Methods

Furfural is nitrated in acetic anhydride solution at 25 – 40 ℃ to give the diacetate [92-55-7], which is purified by recrystallization from isopropanol and then used directly for the production of derived drugs.

Toxicity evaluation

NFC inhibits the uptake of oxygen and disrupts cellular respiration within mitochondria. NFC and other nitrofurans are relatively potent inhibitors of monoamine oxidase enzyme in mammalian and avian species.

5-Nitrofurfural Supplier

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