ChemFOnt: Showing chemical card for 2,4-Dinitrophenylhydrazone (CFc000282342)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:36 UTC

Chemfont ID

CFc000282342

Molecule Identification

Common Name

2,4-Dinitrophenylhydrazone

Definition

2,4-dinitrophenylhydrazone is a member of the class of compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group. 2,4-dinitrophenylhydrazone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2,4-dinitrophenylhydrazone can be found in rice, which makes 2,4-dinitrophenylhydrazone a potential biomarker for the consumption of this food product. 2,4-Dinitrophenylhydrazine (DNPH, Brady's reagent, Borche's reagent) is the chemical compound C6H3(NO2)2NHNH2. Dinitrophenylhydrazine is a red to orange solid. It is a substituted hydrazine, and is often used to qualitatively test for carbonyl groups associated with aldehydes and ketones. The hydrazone derivatives can also be used as evidence toward the identity of the original compound. The melting point of the derivative is often used, with reference to a database of values, to determine the identity of a specific carbonyl compound. It is relatively sensitive to shock and friction; it is a shock explosive so care must be taken with its use. To reduce its explosive hazard, it is usually supplied wet .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₉H₁₀N₄O₆

Average Molecular Weight

270.201

Monoisotopic Molecular Weight

270.060034058

IUPAC Name

2-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]propane-1,3-diol

Traditional Name

2-[2-(2,4-dinitrophenyl)hydrazin-1-ylidene]propane-1,3-diol

CAS Registry Number

None

SMILES

OCC(CO)=NNC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O

InChI Identifier

InChI=1S/C9H10N4O6/c14-4-6(5-15)10-11-8-2-1-7(12(16)17)3-9(8)13(18)19/h1-3,11,14-15H,4-5H2

InChI Key

QPDZOBBTPQNZPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Nitrobenzenes

Direct Parent

Nitrobenzenes

Alternative Parents

Substituents

Nitrobenzene
Nitroaromatic compound
Phenylhydrazine
C-nitro compound
Organic nitro compound
Hydrazone
Organic oxoazanium
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Alcohol
Organic zwitterion
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302826)

Food

Cereal and cereal product

Cereal

Rice (FooDB: FOOD00125)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	0.97	ALOGPS
logP	1.12	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	9.85	ChemAxon
pKa (Strongest Basic)	1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	151.13 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.98 m³·mol⁻¹	ChemAxon
Polarizability	23.99 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0302826

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB006384

KNApSAcK ID

Not Available

Chemspider ID

89269

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2,4-Dinitrophenylhydrazone (CFc000282342)

MOL for CFc000282342 (2,4-Dinitrophenylhydrazone)

3D MOL for CFc000282342 (2,4-Dinitrophenylhydrazone)

3D SDF for CFc000282342 (2,4-Dinitrophenylhydrazone)

3D-SDF for CFc000282342 (2,4-Dinitrophenylhydrazone)

PDB for CFc000282342 (2,4-Dinitrophenylhydrazone)

3D PDB for CFc000282342 (2,4-Dinitrophenylhydrazone)

SMILES for CFc000282342 (2,4-Dinitrophenylhydrazone)

INCHI for CFc000282342 (2,4-Dinitrophenylhydrazone)

Structure for CFc000282342 (2,4-Dinitrophenylhydrazone)

3D Structure for CFc000282342 (2,4-Dinitrophenylhydrazone)