1.0 2010-04-08 22:04:32 UTC 2025-11-18 22:17:03 UTC FDB000340 1,4-Naphtoquinone 1,4-naphtoquinone, also known as 1,4-naphthalenedione or 1,4-dihydro-1,4-diketonaphthalene, is a member of the class of compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). 1,4-naphtoquinone is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 1,4-naphtoquinone can be synthesized from naphthalene. 1,4-naphtoquinone is also a parent compound for other transformation products, including but not limited to, 2,3-dimethoxynaphthalene-1,4-dione, alisiaquinone A, and 1,4-naphthoquinone-2-carboxylic acid. 1,4-naphtoquinone can be found in liquor, which makes 1,4-naphtoquinone a potential biomarker for the consumption of this food product. 1,4-naphtoquinone is a non-carcinogenic (not listed by IARC) potentially toxic compound. C10H6O2 158.1534 158.036779436 1,4-dihydronaphthalene-1,4-dione naphthoquinone 130-15-4 O=C1C=CC(=O)C2=CC=CC=C12 InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H FRASJONUBLZVQX-UHFFFAOYSA-N belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Naphthoquinones Organic compounds Benzenoids Naphthalenes Naphthoquinones Aromatic homopolycyclic compounds Aryl ketones Hydrocarbon derivatives Organic oxides Quinones Aromatic homopolycyclic compound Aryl ketone Hydrocarbon derivative Ketone Naphthoquinone Organic oxide Organic oxygen compound Organooxygen compound Quinone a small molecule naphthoquinone logp 1.61 ALOGPS logs -2.28 ALOGPS solubility 8.31e-01 g/l ALOGPS logp 1.49 ChemAxon pka_strongest_acidic 12.37 ChemAxon pka_strongest_basic -7.1 ChemAxon iupac 1,4-dihydronaphthalene-1,4-dione ChemAxon average_mass 158.1534 ChemAxon mono_mass 158.036779436 ChemAxon smiles O=C1C=CC(=O)C2=CC=CC=C12 ChemAxon formula C10H6O2 ChemAxon inchi InChI=1S/C10H6O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H ChemAxon inchikey FRASJONUBLZVQX-UHFFFAOYSA-N ChemAxon polar_surface_area 34.14 ChemAxon refractivity 46.18 ChemAxon polarizability 15.43 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 114788 Specdb::CMs 128947 Specdb::EiMs 1269 Specdb::NmrOneD 2216 Specdb::NmrOneD 2910 Specdb::MsMs 80136 Specdb::MsMs 80137 Specdb::MsMs 80138 Specdb::MsMs 140919 Specdb::MsMs 140920 Specdb::MsMs 140921 Specdb::MsMs 3394483 Specdb::MsMs 3394484 Specdb::MsMs 3394485 Specdb::MsMs 3394486 Specdb::MsMs 3394487 Specdb::MsMs 3394488 Liquor Type 2 specific 0.1525 0.152500004 0.152500004 mg/100 g