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o-Anisic acid

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o-Anisic acid
2-Methoxybenzoic acid
Ball-and-stick model of the o-anisic acid molecule
Names
Preferred IUPAC name 2-Methoxybenzoic acid
Other names o-Anisic acid, ortho-methoxybenzoic acid, 2-methoxybenzoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.590 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H8O3/c1-11-7-5-3-2-4-6(7)8(9)10/h2-5H,1H3,(H,9,10)Key: ILUJQPXNXACGAN-UHFFFAOYSA-N
SMILES
  • COc1ccccc1C(=O)O
Properties
Chemical formula C8H8O3
Molar mass 152.15 g/mol
Melting point 101 to 103 °C (214 to 217 °F; 374 to 376 K)
Acidity (pKa) 4.09
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

o-Anisic acid is an organic compound with the formula CH3OC6H4CO2H. A colorless solid, it is one of the isomers of anisic acid.

The compound has been well studied with respect to intramolecular hydrogen bonding and as a substrate for various catalystic reactions.

References

  1. Braude, E. A.; Nachod, F. C., eds. (1955). Determination of Organic Structure by Physical Methods. Academic Press. ISBN 9781483275727.
  2. Kuhn, Bernd; Mohr, Peter; Stahl, Martin (2010). "Intramolecular Hydrogen Bonding in Medicinal Chemistry". Journal of Medicinal Chemistry. 53 (6): 2601–2611. doi:10.1021/jm100087s. PMID 20175530.
  3. Goossen, Lukas J.; Rodríguez, Nuria; Melzer, Bettina; Linder, Christophe; Deng, Guojun; Levy, Laura M. (2007). "Biaryl Synthesis via Pd-Catalyzed Decarboxylative Coupling of Aromatic Carboxylates with Aryl Halides". Journal of the American Chemical Society. 129 (15): 4824–4833. doi:10.1021/ja068993+. PMID 17375927.


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