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170968

Sigma-Aldrich

5-Nitro-2-furaldehyde

99%

Synonym(s):

5-Nitrofurfural

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About This Item

Empirical Formula (Hill Notation):
C5H3NO4
CAS Number:
698-63-5
Molecular Weight:
141.08
Beilstein/REAXYS Number:
120539
EC Number:
211-816-3
MDL number:
MFCD00003230
UNSPSC Code:
12352100
PubChem Substance ID:
24850339
NACRES:
NA.22

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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Certificates of Analysis (COA)

Lot/Batch Number
STBK8587
STBK5075
STBK2000
STBJ9929
STBJ4271

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Sigma-Aldrich

C65807

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2-Nitrofuran 97%

Sigma-Aldrich

319740

2-Nitrofuran

Jarosław Lewkowski et al.
Chemosphere, 188, 618-632 (2017-09-17)
Since aminophosphonate-based herbicides like glyphosate are currently one of the most popular and widely applied active agent in agrochemistry, there is an urgent need for searching new compounds among this family with potential herbicidal activity, but exhibiting low toxicity against
M I Walash et al.
Acta pharmaceutica Hungarica, 64(1), 5-8 (1994-01-01)
A first derivative (1D) spectrophotometric method is described for the determination of furazolidone in the presence of its degradation product (5-nitrofuraldehyde). The method was based on the direct measurement at the maximum of the first derivative curve for furazolidone at
Jun Li et al.
Analytica chimica acta, 678(1), 1-6 (2010-09-28)
A generic hapten of nitrofurans was synthesized by derivatization of 5-nitrofurfural with diamine, and the hapten was coupled to carrier protein to prepare different immunogens and coating antigens by using diazotization method and glutaraldehyde method. The obtained novel polyclonal antibodies
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
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