o-Toluic acid

o-Toluic acid, also 2-methylbenzoic acid, is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). It is an isomer of p-toluic acid and m-toluic acid. When purified and recrystallized, o-toluic acid forms needle-shaped crystals. o-Toluic acid was first noticed by Sir William Ramsay, credited discoverer of the noble gases and winner of the 1904 Nobel Prize in Chemistry.

o-Toluic acid[1]
Skeletal formula of o-toluic acid
Ball-and-stick model of the l-toluic acid molecule
Names
Preferred IUPAC name
2-Methylbenzoic acid
Other names
ortho-toluic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.896
KEGG
UNII
  • InChI=1S/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10) checkY
    Key: ZWLPBLYKEWSWPD-UHFFFAOYSA-N checkY
  • InChI=1/C8H8O2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H,9,10)
    Key: ZWLPBLYKEWSWPD-UHFFFAOYAI
  • O=C(O)c1ccccc1C
Properties
C8H8O2
Molar mass 136.2 g/mol
Density 1.06 g/cm3
Melting point 104 to 105 °C (219 to 221 °F; 377 to 378 K)
Boiling point 259 °C (498 °F; 532 K)
-80.83·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

o-Toluic acid is prepared by oxidation of o-xylene with nitric acid.[2]

References
  1. O-TOLUIC ACID - Compound Summary, PubChem.
  2. Harold E. Zaugg; Richard T. Rapala (1947). "o-Toluic Acid". Org. Synth. 27: 84. doi:10.15227/orgsyn.027.0084.
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