Skip to Content
Merck
All Photos(2)

Documents

N1909

Sigma-Aldrich

1-Naphthoic acid

96%

Synonym(s):

1-Naphthalenecarboxylic acid

Sign Into View Organizational & Contract Pricing


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

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

Looking for similar products? Visit Product Comparison Guide

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 Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Hiromasa Uchiyama et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 43(1-2), 71-77 (2011-04-06)
Spray-dried particles (SDPs) with indomethacin (IND) and alpha-glycosyl transferase-treated stevia (Stevia-G) indicated extremely high dissolution rates and apparent solubility compared to particles of a ground mixture and a physical mixture of IND/Stevia-G. The apparent solubility of IND from SDPs was
Rajesh Sunasee et al.
The Journal of organic chemistry, 73(20), 8016-8020 (2008-09-26)
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
Synthesis of perinaphthenones through rhodium-catalyzed dehydrative annulation of 1-naphthoic acids with alkynes
Fukuyama T, et al.
Organic & Biomolecular Chemistry, 16, 7583-7587 (2018)
Qunfei Zhao et al.
Chemistry & biology, 15(7), 693-705 (2008-07-19)
Azinomycin B is a complex natural product containing densely assembled functionalities with potent antitumor activity. Cloning and sequence analysis of the azi gene cluster revealed an iterative type I polyketide synthase (PKS) gene, five nonribosomal peptide synthetases (NRPSs) genes and
Mutual activation: Suzuki-Miyaura coupling through direct cleavage of the sp2 C-O bond of naphtholate.
Da-Gang Yu et al.
Angewandte Chemie (International ed. in English), 50(31), 7097-7100 (2011-06-29)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service