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
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 | n |
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) |
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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