N1909
1-Naphthoic acid
96%
Synonym(s):
1-Naphthalenecarboxylic acid
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All Photos(2)
About This Item
Linear Formula:
C10H7CO2H
CAS Number:
Molecular Weight:
172.18
Beilstein:
1908896
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
96%
form
powder
bp
300 °C (lit.)
mp
157-160 °C (lit.)
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
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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
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Fukuyama T, et al.
Organic & Biomolecular Chemistry, 16, 7583-7587 (2018)
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A method is described for converting tert-butyl benzoates or tert-butyl 1-naphthoates into derivatives having an alkyl or substituted alkyl group in a 1,4-relationship to an alkyl, aryl, alkenyl, or alkynyl group. Key steps in the sequence are (i) addition of
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