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2,4-dinitrophenol
Sign in to saveAlso known as 2,4-DNP, Dinitrophenol, DNP
2,4-Dinitrophenol (2,4-DNP or simply DNP) is an organic compound with the formula . It occurs as yellow crystals or platelets. It has been used in explosives manufacturing and as a pesticide and herbicide.
Chemical data
- Formula
- C6H4N2O5
- Molecular weight
- 184.11 g/mol
- IUPAC name
- 2,4-dinitrophenol
- SMILES
- C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])O
- InChIKey
- UFBJCMHMOXMLKC-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 112 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
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Encyclopedic overview
14 sectionsContents
- Chemical properties
- Uses
- Industrial
- In humans
- Biochemistry
- Mechanism of action
- Pharmacokinetics
- Adverse effects
- Overdose
- History
- As a pollutant
- Legal status
- References
- External links
2,4-Dinitrophenol (2,4-DNP or simply DNP) is an organic compound with the formula . It occurs as yellow crystals or platelets. It has been used in explosives manufacturing and as a pesticide and herbicide.
In humans, DNP causes dose-dependent mitochondrial uncoupling, causing the rapid loss of ATP as heat and leading to uncontrolled hyperthermia—up to —and death in case of overdose. Researchers noticed its effect on raising the basal metabolic rate in accidental exposure and developed it as one of the first weight loss drugs in the early twentieth century. DNP was banned from human use by the end of the 1930s due to its risk of death and toxic side effects. DNP continues to be used after its ban and experienced a resurgence in popularity after it became available on the Internet.
Excerpted from Wikipedia’s “2,4-dinitrophenol” article, available under the CC BY-SA 4.0 licence.