170968
5-Nitro-2-furaldehyde
99%
Synonym(s):
5-Nitrofurfural
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About This Item
Empirical Formula (Hill Notation):
C5H3NO4
CAS Number:
Molecular Weight:
141.08
Beilstein:
120539
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
solid
refractive index
n20/D 1.59 (lit.)
bp
121 °C/10 mmHg (lit.)
mp
37-39 °C (lit.)
density
1.349 g/mL at 25 °C (lit.)
functional group
aldehyde
nitro
SMILES string
[H]C(=O)c1ccc(o1)[N+]([O-])=O
InChI
1S/C5H3NO4/c7-3-4-1-2-5(10-4)6(8)9/h1-3H
InChI key
SXINBFXPADXIEY-UHFFFAOYSA-N
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Application
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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Sol. 1
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 3
Flash Point(F)
91.4 °F - closed cup
Flash Point(C)
33 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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R W Busker et al.
Journal of photochemistry and photobiology. B, Biology, 4(2), 207-218 (1989-11-01)
Allergic reactions form a serious problem in therapy with the urinary antiseptic nitrofurantoin (NFT). The formation of conjugates between NFT and plasma proteins is considered to be a first step in the development of such reactions. We investigated the possibility
H Cerecetto et al.
European journal of medicinal chemistry, 35(3), 343-350 (2000-04-29)
Several novel semicarbazone derivatives were prepared from 5-nitro-2-furaldehyde or 5-nitrothiophene-2-carboxaldehyde and semicarbazides bearing a spermidine-mimetic moiety. All derivatives presented the E-configuration, as determined by NMR-NOE experiments. These compounds were tested in vitro as potential antitrypanosomal agents, and some of them
A Cisak et al.
Acta poloniae pharmaceutica, 58(6), 427-434 (2002-08-29)
5-Nitro-2-furaldehyde (NFA) forms in alkaline solutions an anion of nitronic acid of (5-nitro-furan-2-yl)-methanediol. Upon acidification (5-nitro-furan-2-yl)-methanediol (HNFA) appears with pKa=4.6. Then, in a novel irreversible redox ring-opening reaction, nitrile oxide of alpha-ketoglutaconic acid is formed which hydrolyses in acidic solutions.
R W Busker et al.
Toxicology, 45(1), 103-112 (1987-07-01)
5-Nitrofurfural (NFA) an important photodecomposition product and metabolite of medicinal nitrofurans is phototoxic in bacterial test systems. Its major photodecomposition product 5-hydroxymethylene-2(5H)-furanone (HMF) appears to be responsible for this. Furthermore HMF and photoactivated nitrofurfural can induce repairable DNA damage in
Seyed Reza Yousefi et al.
Talanta, 80(1), 212-217 (2009-09-29)
A new synthesized modified mesoporous silica (MCM-41) using 5-nitro-2-furaldehyde (fural) was applied as an effective sorbent for the solid phase extraction of uranium(VI) and thorium(IV) ions from aqueous solution for the measurement by inductively coupled plasma optical emission spectrometry (ICP
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