1,4-Dihydroxynaphthalene

1,4-Naphthalenediol.svg 120px 1,4-Naphthoquinol 1,4-naphthalenediol 571-60-8 34063 206816 10830 209-336-4 1S/C10H8O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6,11-12H PCILLCXFKWDRMK-UHFFFAOYSA-N C14785 11305 C1=CC=C2C(=C1)C(=CC=C2O)O AML1P6T42C 10 8 2 white solid 190 tautomerizes pKa1 = 9.37 (26.5 °C)pKa2 = 10.93 (26.5 °C) PubChem 1,4-Naphthalenediol https://pubchem.ncbi.nlm.nih.gov/compound/11305 2026-02-02 pubchem.ncbi.nlm.nih.gov en 05 07 Danger H302 H315 H318 H335 H412 P261 P264 P264+P265 P270 P271 P273 P280 P301+P317 P302+P352 P304+P340 P305+P354+P338 P317 P319 P321 P330 P332+P317 P362+P364 P403+P233 P405 P501 1,4-Dihydroxynaphthalene is an organic compound with the formula C10H6(OH)2. It is one of several isomers of dihydroxynaphthalene. The compound attracted some interest because in its molten state, it exists mainly as the diketo tautomer.Pearson Myrna S. Jensky Barbara J. Greer Francis X. Hagstrom Janice P. Wells Nancy M. Substituent effects in the keto-enol tautomerism of fused 1,4-naphthalenediols The Journal of Organic Chemistry 1978 43 24 4617–4622 10.1021/jo00418a017 thumb|tautomerization of 1,4-dihydroxynaphthalene|left It can be prepared by reduction of 1,4-naphthoquinone with dithionite as well as by acid-hydrolysis of 1-hydroxy-4-aminonaphthalene. Both routes are reversible: oxidation of the diol give the naphthoquinone and addition of ammonia gives back the hydroxyaminonaphthalene.Booth Gerald Ullmann's Encyclopedia of Industrial Chemistry Naphthalene Derivatives 2000 10.1002/14356007.a17_009 978-3-527-30385-4 Further reading Mukhopadhyay Pritam Iwashita Yuya Shirakawa Michihiro Kawano Shin-Ichiro Fujita Norifumi Shinkai Seiji Spontaneous Colorimetric Sensing of the Positional Isomers of Dihydroxynaphthalene in a 1D Organogel Matrix Angewandte Chemie International Edition 2006 45 10 1592–1595 10.1002/anie.200503158 16470894 References Category:Dihydroxynaphthalene