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290769

Sigma-Aldrich

2-Furaldehyde dimethylhydrazone

97%

Synonym(s):

Furfural dimethylhydrazone

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About This Item

Empirical Formula (Hill Notation):
C7H10N2O
CAS Number:
Molecular Weight:
138.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.578 (lit.)

bp

98 °C/9.5 mmHg (lit.)

density

1.042 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CN(C)\N=C\c1ccco1

InChI

1S/C7H10N2O/c1-9(2)8-6-7-4-3-5-10-7/h3-6H,1-2H3/b8-6+

InChI key

DURWBNUASAZMSN-SOFGYWHQSA-N

General description

Combined matrix isolation FTIR and theoretical DFT(B3LYP)/6-311++G(d,p) study of 2-furaldehyde dimethylhydrazone has been reported.

Application

2-Furaldehyde dimethylhydrazone (2-furaldehyde N,N-dimethylhydrazone) has been used in the preparation of:
  • furyl-1,4-quinone and hydroquinones by reaction with benzo- and naphthoquinones
  • dimethylaminohydrazonofurylquinones

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

195.8 °F - closed cup

Flash Point(C)

91 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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C Araujo-Andrade et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 97, 830-837 (2012-08-21)
In this work, a combined matrix isolation FTIR and theoretical DFT(B3LYP)/6-311++G(d,p) study of 2-furaldehyde dimethylhydrazone (2FDH) was performed. According to calculations, two E and two Z conformers exist, the E forms having considerably lower energy than the Z forms. The
Julio Benites et al.
Bioorganic & medicinal chemistry, 16(2), 862-868 (2007-10-30)
The preparation of furyl-1,4-quinone and hydroquinones by reaction of 2-furaldehyde N,N-dimethylhydrazone with benzo- and naphthoquinones is reported. Access to furylnaphthoquinones from unactivated quinones requires acid-induced conditions, however oxidative coupling reactions of activated quinones proceed under neutral conditions. The in vitro
Julio Benites et al.
Investigational new drugs, 29(5), 760-767 (2010-03-20)
We describe the biological activity of some furylbenzo- and naphthoquinones (furylquinones) on hepatocarcinoma cells and healthy rat liver slices. The effects of furylquinones on cancer cells (Transplantable Liver Tumor, TLT) were assessed by measuring cell death (membrane cell lysis); intracellular
P Rao et al.
Analytical biochemistry, 189(2), 178-181 (1990-09-01)
Even though the chromogens formed from mannose and galactose showed comparable absorbances at 480 nm in the conventional (developer present during heat of dilution) and modified (developer reacted at room temperature after cooling; epsilon mannose = 13,700, galactose = 14,000)

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