2,4-Dinitrophenol

Status : experimental

Description

A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed)

Chemical Classification

This compound belongs to the class of organic compounds known as nitrophenols and derivatives. These are compounds containing a nitrophenol moiety, which consists of a benzene ring bearing both a hydroxyl group and a nitro group on two different ring carbon atoms.

Nitrophenols and derivatives

Organic compounds

Benzenoids

Benzene and substituted derivatives

Phenols and derivatives

Calculated Property

kind Value Source
logP 1.89 ALOGPS
logS -2.7 ALOGPS
Water Solubility 3.76e-01 g/l ALOGPS
logP 1.55 ChemAxon
IUPAC Name 2,4-dinitrophenol ChemAxon
Traditional IUPAC Name 2,4-dinitrophenol ChemAxon
Molecular Weight 184.1064 ChemAxon
Monoisotopic Weight 184.012021248 ChemAxon
SMILES OC1=CC=C(C=C1[N+]([O-])=O)[N+]([O-])=O ChemAxon
Molecular Formula C6H4N2O5 ChemAxon
InChI InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H ChemAxon
InChIKey InChIKey=UFBJCMHMOXMLKC-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 111.87 ChemAxon
Refractivity 42.69 ChemAxon
Polarizability 14.48 ChemAxon
Rotatable Bond Count 2 ChemAxon
H Bond Acceptor Count 5 ChemAxon
H Bond Donor Count 1 ChemAxon
pKa (strongest acidic) 4.04 ChemAxon
pKa (strongest basic) -7.8 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Pentaerythritol tetranitrate reductase : in Enterobacter cloacae