m-Toluic acid

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m-Toluic acid[1]
Skeletal formula of m-toluic acid
Ball-and-stick model of the m-toluic acid molecule
Names
Preferred IUPAC name
3-Methylbenzoic acid
Other names
meta-Toluic acid
m-Methylbenzoic acid
meta-Methylbenzoic acid
Identifiers
99-04-7 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:10589 N
ChemSpider 7140
ECHA InfoCard 100.002.476
EC Number 247-107-0
KEGG C07211
PubChem 7418
Properties
C8H8O2
Molar mass 136.15 g/mol
Density 1.05 g/cm3, solid
Melting point 111 to 113 °C (232 to 235 °F; 384 to 386 K)
Boiling point 263 °C (505 °F; 536 K)
Acidity (pKa) 4.27 (in water)[2]
Hazards
Safety data sheet External MSDS
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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.