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1-Naphthoic acid





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1-Naphthoic acid is an organic compound with the formula C10H7CO2H. It is one of two isomeric monocarboxylic acidsofnaphthalene, the other one being 2-naphthoic acid. In general the hydroxynaphthoic acids are more widly use than the parent naphthoic acids.

1-Naphthoic acid
Names
Preferred IUPAC name

Naphthalene-1-carboxylic acid

Other names

1-Naphthylenecarboxylic acid
α-Naphthoic acid

Identifiers

CAS Number

3D model (JSmol)

Beilstein Reference

 1908896
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.529 Edit this at Wikidata
EC Number
  • 201-681-9

Gmelin Reference

 28651
KEGG

PubChem CID
UNII

CompTox Dashboard (EPA)

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

    Key: LNETULKMXZVUST-UHFFFAOYSA-N

  • C1=CC=C2C(=C1)C=CC=C2C(=O)O

Properties

Chemical formula

 C11H8O2
Molar mass 172.183 g·mol−1
Appearance White solid
Melting point 161 °C (322 °F; 434 K)
Hazards
GHS labelling:

Pictograms

 GHS07: Exclamation mark

Signal word

 Warning

Hazard statements

 H315, H319, H335

Precautionary statements

 P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Synthesis and reactions

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1-Naphthoic acid can be prepared by carboxylation of the Grignard reagent generated from 1-bromonaphthalene.[1]

1-Naphthoic acid is a substrate for C-H activation reactions.[2]I

See also

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References

edit
  1. ^ Gilman, Henry; St. John, Nina B.; Schulze., F. (1931). "α-Naphthoic Acid". Organic Syntheses. 11: 80. doi:10.15227/orgsyn.011.0080.
  • ^ Mochida, Satoshi; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro (2011). "Rhodium-Catalyzed Regioselective Olefination Directed by a Carboxylic Group". The Journal of Organic Chemistry. 76 (9): 3024–3033. doi:10.1021/jo200509m. PMID 21438629.

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=1-Naphthoic_acid&oldid=1218903971"
      



    Last edited on 14 April 2024, at 15:29  





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    ●This page was last edited on 14 April 2024, at 15:29 (UTC).
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