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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:
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.)

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

Signal Word

Danger

Hazard Statements

H228

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

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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
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
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
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.
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
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