m-Toluic acid
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.
| |||
| Names | |||
|---|---|---|---|
| Preferred IUPAC name
3-Methylbenzoic acid | |||
| Other names
meta-Toluic acid m-Methylbenzoic acid meta-Methylbenzoic acid | |||
| Identifiers | |||
3D model (JSmol) |
|||
| ChEBI | |||
| ChemSpider | |||
| ECHA InfoCard | 100.002.476  | ||
| EC Number |
| ||
| KEGG | |||
PubChem CID |
|||
| UNII | |||
CompTox Dashboard (EPA) |
|||
| |||
| |||
| 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). | |||
 verify (what is  ?) | |||
| Infobox references | |||
Preparation
m-toluic acid is often prepared in the laboratory by refluxing m-xylene with either nitric acid or potassium permanganate, oxidizing one of the methyl groups to COOH.
Uses
It serves, among other purposes, as a precursor to DEET (N,N-diethyl-m-toluamide), the well-known insect repellent:[3][4]
References
- M-TOLUIC ACID - Compound Summary, PubChem.
- "Dissociation Constants Of Organic Acids And Bases". Retrieved 11 April 2010.
- Wang, Benjamin J-S. (1974). "An interesting and successful organic experiment (CEC)". J. Chem. Educ. 51 (10): 631. doi:10.1021/ed051p631.2.
- Donald L. Pavia (2004). Introduction to organic laboratory techniques (Google Books excerpt). Cengage Learning. pp. 370–376. ISBN 978-0-534-40833-6.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.