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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

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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)
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)
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
Kwi-wan Jeong et al.
Chemical & pharmaceutical bulletin, 61(7), 740-746 (2013-07-03)
Folding of newly synthesized protein occurs in endoplasmic reticulum (ER) and is assisted by chaperone molecules. In ER stress conditions, misfolded proteins are enriched in a lumen of ER perturbing its normal function, which triggers cellular self-defense mechanism, the unfolded

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