Matsubara, Yoshiharu et al. published their research in Kogyo Kagaku Zasshi in 1953 | CAS: 2451-01-6

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Related Products of 2451-01-6

Synthesis of cineol. I. By-products in the synthesis of terpinhydrate from α-pinene was written by Matsubara, Yoshiharu;Ishiguri, Norio;Wakabayashi, Shoji. And the article was included in Kogyo Kagaku Zasshi in 1953.Related Products of 2451-01-6 This article mentions the following:

750 g. α-pinene, b. 155-7° , was treated with 2250 g. of H2SO4 (35%) in the presence of iso-amyl alc. (2% of amount of H2SO4) at 20° for 60 hrs., and after separation of terpin hydrate, 817 g. of oily product was obtained. Further examinations of the oil revealed that the following products are contained: cineol, dipentene, p-cymene, α-terpinene, dl-α-terpineol, borneol, iso-borneol, and 1-β-fenchyl alc. (b13 91-3°, d25 0.9496, nD25 1.4761). No yield is given. In the experiment, the researchers used many compounds, for example, rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6Related Products of 2451-01-6).

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Related Products of 2451-01-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts