Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water was written by Zhang, Jin;Du, Jihong;Zhang, Chenyang;Liu, Kun;Yu, Feifei;Yuan, Yongkun;Duan, Baogen;Liu, Renhua. And the article was included in Organic Letters in 2022.COA of Formula: C7H7ClO This article mentions the following:
Here a palladium-catalyzed oxidation method for converting alkylarenes into the aromatic ketones or benzaldehydes ArC(O)R1 [Ar = Ph, 4-MeC6H4, 4-HOC6H4, etc.; R1 = H, Ph, 4-ClC6H4, etc.] with water as the only oxygen donor was reported. This C-H bond oxidation functionalization did not require other oxidants and hydrogen acceptors, and H2 was the only byproduct. The oxygen atom introduced into the products was confirmed to be from water by the MS anal. on the product of the 18O-labeled water reaction. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7COA of Formula: C7H7ClO).
(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.COA of Formula: C7H7ClO
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts