m-Toluic acid

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m-Toluic acid[1]
Skeletal formula Ball-and-stick model
Identifiers
CAS number 99-04-7 YesY
PubChem 7418
ChEBI CHEBI:10589 N
Jmol-3D images Image 1
Properties
Molecular formula C8H8O2
Molar mass 136.15 g/mol
Density 1.05 g/cm³, solid
Melting point 111 - 113 °C
Boiling point 263 °C
Acidity (pKa) 4.27 (in water)[2]
Hazards
MSDS External MSDS
Related compounds
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
Infobox references

m-Toluic acid, (IUPAC: 3-methylbenzoic acid), is an aromatic carboxylic acid, with formula (CH3)C6H4(COOH). It is an isomer of p-toluic acid and o-toluic acid.

It serves, among other purposes, as a precursor to DEET (N,N-diethyl-m-toluamide), the well-known insect repellent:[3][4]

Preparation of DEET.png

References[edit]

  1. ^ M-TOLUIC ACID - Compound Summary, PubChem.
  2. ^ "Dissociation Constants Of Organic Acids And Bases". Retrieved 11 April 2010. 
  3. ^ Wang, Benjamin J-S. (1974). "An interesting and successful organic experiment (CEC)". J. Chem. Ed. 51 (10): 631. doi:10.1021/ed051p631.2. 
  4. ^ Donald L. Pavia (2004). Introduction to organic laboratory techniques (Google Books excerpt). Cengage Learning. pp. 370–376. ISBN 978-0-534-40833-6.