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469157

Sigma-Aldrich

6-Hydroxy-2-naphthoic acid

98%

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About This Item

Linear Formula:
HOC10H6CO2H
CAS Number:
Molecular Weight:
188.18
Beilstein:
2692084
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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

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