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Merck
CN

N1909

1-Naphthoic acid

96%

Synonym(s):

1-Naphthalenecarboxylic acid

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About This Item

Linear Formula:
C10H7CO2H
CAS Number:
Molecular Weight:
172.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-681-9
Beilstein/REAXYS Number:
1908896
MDL number:
Assay:
96%
Form:
powder
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Quality Segment

assay

96%

form

powder

bp

300 °C (lit.)

mp

157-160 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)c1cccc2ccccc12

InChI

1S/C11H8O2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,(H,12,13)

InChI key

LNETULKMXZVUST-UHFFFAOYSA-N

Application

1-Naphthoic acid can be used as a reactant to prepare:
  • Perinaphthenones by dehydrative annulation with alkynes in the presence of rhodium catalyst.
  • Isocoumarin derivatives by reacting with 2-butyne via aerobic oxidative cyclization using Rh catalyst.
  • N-Methoxy-N-methyl-1-naphthalenecarboxamide (Weinreb amide) by reacting with N,O-dimethylhydroxylamine and phosphorus trichloride.
  • 1,4-Dihydro-1-naphthalenecarboxylic acid by Birch reduction.

Other Notes

Remainder 2-naphthoic acid


Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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