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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

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.)

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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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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