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Assay
98%
mp
240-250 °C (lit.)
SMILES string
OC(=O)c1ccc2cc(O)ccc2c1
InChI
1S/C11H8O3/c12-10-4-3-7-5-9(11(13)14)2-1-8(7)6-10/h1-6,12H,(H,13,14)
InChI key
KAUQJMHLAFIZDU-UHFFFAOYSA-N
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General description
6-Hydroxy-2-naphthoic acid is a hydroxynaphthoic acid derivative. Whole cells of the recombinant Escherichia coli strain expressing CYP199A2 were reported to catalyze the regioselective oxidation of 6-hydroxy-2-naphthoic acid to afford 6,7-dihydroxynaphthoic acid. It can form co-crystals with caffeine.
Application
6-Hydroxy-2-naphthoic acid may be used in the synthesis of 5-bromo-6-hydroxy-2-naphthoic acid and liquid-crystalline epoxy resins.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Synthesis and characterization of wholly aromatic polyesters derived from 6-hydroxy-5-phenyl-2-naphthoic acid or 4'-hydroxy-3'-phenylbiphenyl-4-carboxylic acid and 4-hydroxybenzoic acid.
Macromolecules, 30(10), 3005-3013 (1997)
New cholesteric liquid-crystal epoxy resins derived from 6-hydroxy-2-naphthoic acid.
Journal of Polymer Science Part A: Polymer Chemistry, 39(16), 2847-2858 (2001)
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Molecular pharmaceutics, 4(3), 339-346 (2007-05-11)
A group of caffeine-containing co-crystals of hydroxy-2-naphthoic acids were synthesized and analyzed via single-crystal X-ray diffraction and IR analysis. The imidazole-carboxylic acid synthon was observed in co-crystals involving 1-hydroxy-2-naphthoic and 3-hydroxy-2-naphthoic acid. In the case of 6-hydroxy-2-naphthoic acid, the co-crystal
Bioscience, biotechnology, and biochemistry, 73(12), 2796-2799 (2009-12-08)
CYP199A2, a bacterial P450 monooxygenase from Rhodopseudomonas palustris, was found to exhibit oxidation activity towards three hydroxynaphthoic acids. Whole cells of the recombinant Escherichia coli strain expressing CYP199A2 efficiently catalyzed the regioselective oxidation of 1-, 3-, and 6-hydroxy-2-naphthoic acids to
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