Ahluwalia, V. K. et al. published their research in Indian Journal of Chemistry in 1976 | CAS: 1634-34-0

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Computed Properties of C9H10O3

Formation of coumarins from β-diketones and the structure of Kostanecki-Robinson acetylation product of γ-orcacetophenone and its 6-O-methyl ether was written by Ahluwalia, V. K.;Kumar, Devendra. And the article was included in Indian Journal of Chemistry in 1976.Computed Properties of C9H10O3 This article mentions the following:

Cyclization of 4,2,6-Me(MeO)2C6H2COCH2COMe (I) with HBr-Ac2O yields 4,7-dimethyl-5-methoxycoumarin (II). Coumarin (II) was obtained by similar cyclization of 6,2,4-Me(MeO)2C6H2COCH2COMe (III). A mechanism for the formation of II from I and III is indicated. Kostanecki-Robinson acetylation of γ-orcacetophenone and its 6-O-methyl ester gave IV (R = Ac, Me, resp). In the experiment, the researchers used many compounds, for example, 2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0Computed Properties of C9H10O3).

2′,6′-Dihydroxy-4′-methylacetophenone (cas: 1634-34-0) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Computed Properties of C9H10O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts