Shirt a Phobia

Sample Page

4-Methylacetophenone is an organic compound with the formula CH3C6H4C(O)CH3. It is related to acetophenone with a methyl group at the 4-position. Two isomers, 2-methylacetophenone and 3-methylacetophenone, are also known. It is a fragrance of commercial significance.[1]

Synthesis and reactions

It is prepared by acetylation of toluene.[2]

Oxidation with hot nitric acid followed by potassium permanganate gives terephthalic acid.[3] It undergoes most of the reactions of acetophenone: reduction to the alcohol followed by dehydration gives 4-methylstyrene.

Occurrence

4-Methylacetophenone occurs naturally in some woods.

References

  1. ^ Panten, Johannes; Surburg, Horst (2016). “Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds”. Ullmann’s Encyclopedia of Industrial Chemistry. pp. 1–45. doi:10.1002/14356007.t11_t02. ISBN 978-3-527-30673-2.
  2. ^ Röper, Michael; Gehrer, Eugen; Narbeshuber, Thomas; Siegel, Wolfgang (2000). “Acylation and Alkylation”. Ullmann’s Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a01_185. ISBN 978-3-527-30385-4.
  3. ^ C. F. Koelsch (1946). “Terephthalic Acid”. Organic Syntheses. 26: 95. doi:10.15227/orgsyn.026.0095.