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540188

Sigma-Aldrich

Methyl 1-hydroxy-2-naphthoate

98%

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About This Item

Fórmula lineal:
HOC10H6CO2CH3
Número de CAS:
948-03-8
Peso molecular:
202.21
EC Number:
213-434-2
MDL number:
MFCD00043823
UNSPSC Code:
12352100
PubChem Substance ID:
24878446
NACRES:
NA.22

assay

98%

mp

76-80 °C (lit.)

SMILES string

COC(=O)c1ccc2ccccc2c1O

InChI

1S/C12H10O3/c1-15-12(14)10-7-6-8-4-2-3-5-9(8)11(10)13/h2-7,13H,1H3

InChI key

HMIBDRSTVGFJPB-UHFFFAOYSA-N

General description

The asymmetric unit of the crystal of methyl 1-hydroxy-2-naphthoate contains two independent planar molecules that exhibit intra­molecular hydrogen bonds. Methyl 1-hydroxy-2-naphthoate can be prepared from 1-hydroxy-2-naphthoic acid, via esterification.

Application

Methyl 1-hydroxy-2-naphthoate may be used as a starting reagent for the synthesis of axially chiral benzimidazole derivatives.
It may also be employed in the synthesis of the following aza-mollugin derivatives:
  • azamollugin
  • 2-desmethyl-azamollugin
  • 2,2-didesmethyl-azamollugin

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Feijun Wang et al.
Beilstein journal of organic chemistry, 8, 726-731 (2012-09-28)
Axially chiral oxazoline-carbene ligands with an N-naphthyl framework were successfully prepared, and their coordination behavior with AuCl·SMe(2) was also investigated, affording the corresponding Au(I) complexes in moderate to high yields.
Methyl 1-hydroxy-2-naphthoate.
Jin LF and Xiao FP.
Acta Crystallographica Section E, Structure Reports Online, 61(5), o1520-o1522 (2005)
Hitomi Nishino et al.
Bioorganic & medicinal chemistry letters, 26(2), 524-525 (2015-12-19)
Oxomollugin (2) is a degradation product of mollugin (1) and a potent inhibitor of NO-production including nuclear factor kappa B signals. In our endeavor to develop a potent anti-inflammatory compound, we synthesized several aza-derivatives of oxomollugin (2) and evaluated their
Effects of electronic structures on the excited-state intramolecular proton transfer of 1-hydroxy-2-acetonaphthone and related compounds.
Tobita S, et al.
The Journal of Physical Chemistry A, 102(27), 5206-5214 (1998)

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