Compound: 2,4-dinitrophenol
SMILES: O=[N+]([O-])c1c(O)ccc(c1)[N+](=O)[O-]
InChIKey: UFBJCMHMOXMLKC-UHFFFAOYSA-N
Synonyms: 2,4-dinitrophenol, 51-28-5, Aldifen, Nitrophene, Dinofan, Phenol, 2,4-dinitro-, Fenoxyl carbon N, Solfo Black B, Tertrosulphur PBR, alpha-Dinitrophenol, Solfo Black G, Nitro kleenup, 1-Hydroxy-2,4-dinitrobenzene, 2,4-Dnp, Chemox PE, Solfo Black BB, Solfo Black SB, Dinitrofenolo, Tertrosulphur Black PB, Solfo Black 2B Supra, 2,4-Dinitrofenol, Maroxol-50, Osmoplastic-R, Osmotox-Plus, Chemox, Mitcal, Camello mosquito coils, Caswell No. 392, NSC 1532, Phenol, alpha-dinitro-, EK 102, 1'alpha-2,4-Dinitrophenol, Shirakiku brand mosquito coils, DTXSID0020523, NSC-1532, Q13SKS21MN, Fenoxyl, CHEBI:42017, DTXCID80523, 2,4 Dinitrophenol, phenol, 2,4-dinitro, RefChem:82580, 200-087-7, Nitrophen, DINITROPHENOL, .alpha.-Dinitrophenol, RCRA waste number P048, 2,4-dinitro-phenol, X 32, MFCD00007115, Tertrosulfur pbr, Phenol, .alpha.-dinitro-, 1,3-DINITRO-4-HYDROXYBENZENE, 2,4-dinitrophenol (h2o w/w 18% max), Tertrosulfur black pb, Nitrophen (VAN), DNF, Nitrophene (VAN), PHEN-2,3,5-D3-OL,4,6-DINITRO- (9CI), tatephosphate, Dinitrofenolo [Italian], CAS-51-28-5, 2,4-Dinitrofenol [Dutch], CCRIS 3102, HSDB 529, 2,4-Dinitrophenol (wetted with water >15%), EINECS 200-087-7, RCRA waste no. P048, UNII-Q13SKS21MN, EPA Pesticide Chemical Code 037509, AI3-01535, Spectrum_001934, SpecPlus_000938, Spectrum2_000673, Spectrum3_001694, Spectrum4_000913, Spectrum5_001670, WLN: WNR BQ ENW, Epitope ID:112424, EC 200-087-7, 2,4-Dinitrophenol, wetted, DINITROPHENOL, WETTED, SCHEMBL77643, BSPBio_003248, KBioGR_001406, KBioSS_002480, SPECTRUM330008, MLS001066358, BIDD:ER0505, DINITROPHENOL [MART.], DivK1c_007034, SCHEMBL612437, SPBio_000765, DINITROPHENOL [WHO-DD], CHEMBL273386, SCHEMBL3036984, SCHEMBL6045077, SR-1C5, 2,4-Dinitrophenol (Wetted with up to 20per cent water), SCHEMBL13973810, SCHEMBL29361027, KBio1_001978, KBio2_002473, KBio2_005041, KBio2_007609, KBio3_002468, 2,4-DINITROPHENOL [MI], NSC1532, HMS1923K21, HMS2233H07, HMS3372P06, HMS3867N13, 2,4-DINITROPHENOL [HSDB], Tox21_201462, Tox21_300030, CCG-39730, EBC-50133, NSC791780, STK397797, AKOS000118988, AKOS015912556, DB04528, FD70443, NSC-791780, MP-101 (2,4-DINITROPHENOL), NCGC00091778-01, NCGC00091778-02, NCGC00091778-03, NCGC00091778-04, NCGC00091778-05, NCGC00091778-06, NCGC00254114-01, NCGC00259013-01, AS-39888, PD001942, SMR000471854, D0109, NS00010496, 2,4-Dinitrophenol (wetted with 15 % water), EN300-19295, C02496, AB00053210_08, 2,4-Dinitrophenol stabilised with 30-35% water, 2,4-Dinitrophenol, SAJ special grade, >=98.0%, Q209226, 2,4-Dinitrophenol, moistened with water, >=98.0%, 2,4-Dinitrophenol, 96%, stab. with min. 15% water, 2,4-Dinitrophenol, PESTANAL(R), analytical standard, BRD-K21910317-001-02-4, BRD-K21910317-001-06-5, BRD-K21910317-001-12-3, 2,4-Dinitrophenol, wetted with not less than 15% water, Z104473446, 2,4-Dinitrophenol, technical, moistened with water, >=97.0% (HPLC), InChI=1/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9
Theoretical properties:
molecular_formula: C6H4N2O5
molecular_weight: 184.11 g/mol
exact_mass: 184.01202123 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 0
heavy_atom_count: 13
topological_polar_surface_area: 112 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Pale yellow platelets or leaflets from water
color: Pale yellow platelets or leaflets from water
odor: SWEET, MUSTY ODOR
boiling_point: Sublimes (when carefully heated) (NTP, 1992)
melting_point: 234 to 237 °F (NTP, 1992)
density: 1.68 at 68 °F (USCG, 1999) - Denser than water; will sink
solubility: less than 1 mg/mL at 67.1 °F (NTP, 1992)
vapor_pressure: 0.00039 [mmHg]
Descriptions:
pubchem: 2,4-dinitrophenol is a dinitrophenol having the nitro groups at the 2- and 4-positions. It has a role as a geroprotector, an antiseptic drug, an allergen, an oxidative phosphorylation inhibitor and a bacterial xenobiotic metabolite. It is a conjugate acid of a 2,4-dinitrophenol(1-).
chebi: A dinitrophenol having the nitro groups at the 2- and 4-positions.
chembl: 2,4-DINITROPHENOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: 2,4-Dinitrophenol (2,4-DNP or simply DNP) is an organic compound with the formula HOC6H3(NO2)2. 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 44 °C (111 °F)—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.