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469157

Sigma-Aldrich

6-Hydroxy-2-naphthoic acid

98%

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About This Item

Fórmula lineal:
HOC10H6CO2H
Número de CAS:
16712-64-4
Peso molecular:
188.18
Beilstein/REAXYS Number:
2692084
EC Number:
240-759-7
MDL number:
MFCD00060070
UNSPSC Code:
12352100
PubChem Substance ID:
24870565
NACRES:
NA.22

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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Categorías relacionadas

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Dejan-Kresimir Bucar et al.
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
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.
Huh S-M and Jin J.
Macromolecules, 30(10), 3005-3013 (1997)
New cholesteric liquid-crystal epoxy resins derived from 6-hydroxy-2-naphthoic acid.
Espinosa MA, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 39(16), 2847-2858 (2001)
Toshiki Furuya et al.
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
Mayumi Maeda et al.
Journal of bioscience and bioengineering, 126(2), 162-168 (2018-03-10)
Awamori is a traditional distilled liquor in the Ryukyu Islands, made from steamed rice by the action of the black-koji mold Aspergillus luchuensis and awamori yeast Saccharomyces cerevisiae. One of the specific flavors in aged awamori kusu is vanillin, which
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