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170968

Sigma-Aldrich

5-Nitro-2-furaldehyde

99%

Sinónimos:

5-Nitrofurfural

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About This Item

Fórmula empírica (notación de Hill):
C5H3NO4
Número de CAS:
698-63-5
Peso molecular:
141.08
Beilstein/REAXYS Number:
120539
EC Number:
211-816-3
MDL number:
MFCD00003230
UNSPSC Code:
12352100
PubChem Substance ID:
24850339
NACRES:
NA.22

Quality Level

100

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).

pictograms

Flame
GHS02

signalword

Danger

hcodes

H228

Hazard Classifications

Flam. Sol. 1

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 3

flash_point_f

91.4 °F - closed cup

flash_point_c

33 °C - closed cup

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
STBK5075
STBK2000
STBJ9929
STBJ4271
STBH8096

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Sigma-Aldrich

C65807

4-Chlorophenylhydrazine hydrochloride

2-Nitrofuran 97%

Sigma-Aldrich

319740

2-Nitrofuran

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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