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HomeProduct name list5-Nitrofurfural

5-Nitrofurfural

Synonym(s):5-Nitrofurfural

  • CAS NO.:698-63-5
  • Empirical Formula: C5H3NO4
  • Molecular Weight: 141.08
  • MDL number: MFCD00003230
  • EINECS: 211-816-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-10-21 11:46:13
5-Nitrofurfural  Structural

What is 5-Nitrofurfural ?

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

The Uses of 5-Nitrofurfural

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.

The Uses of 5-Nitrofurfural

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.

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.

Properties of 5-Nitrofurfural

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
CAS DataBase Reference 698-63-5(CAS DataBase Reference)
NIST Chemistry Reference 2-Furancarboxaldehyde, 5-nitro-(698-63-5)

Safety information for 5-Nitrofurfural

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H228:Flammable solids
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

Computed Descriptors for 5-Nitrofurfural

InChIKey SXINBFXPADXIEY-UHFFFAOYSA-N

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