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
Product Name
1-Naphthoic acid, 96%
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
SMILES string
OC(=O)c1cccc2ccccc12
assay
96%
form
powder
bp
300 °C (lit.)
mp
157-160 °C (lit.)
Quality Level
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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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Josef B G Gluyas et al.
Organic & biomolecular chemistry, 10(34), 6914-6929 (2012-07-21)
Silicon chemistry offers the potential to tune the effects of biologically active organic molecules. Subtle changes in the molecular backbone caused by the exchange of a carbon atom for a silicon atom (sila-substitution) can significantly alter the biological properties. In
One-pot transition-metal-free synthesis of Weinreb amides directly from carboxylic acids
Niu T, et al.
Synthesis, 46, 320-330 (2014)
The Metal-Ammonia Reduction of 1-Naphthoic Acid
Rabideau PW, et al.
Synthetic Communications, 10, 627-632 (1980)
Regioselective synthesis of isocoumarins by ruthenium-catalyzed aerobic oxidative cyclization of aromatic acids with alkynes
Kirana CR, et al.
Chemical Communications (Cambridge, England), 48, 2030-2032 (2012)
Xiao Luo et al.
Nature communications, 11(1), 28-28 (2020-01-09)
The mechanisms of triplet energy transfer across the inorganic nanocrystal/organic molecule interface remain poorly understood. Many seemingly contradictory results have been reported, mainly because of the complicated trap states characteristic of inorganic semiconductors and the ill-defined relative energetics between semiconductors
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