Li, Guolin et al. published their research in Nature Communications in 2020 | CAS: 106-21-8

3,7-Dimethyloctan-1-ol (cas: 106-21-8) 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. 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.Electric Literature of C10H22O

Transition-metal-free formal cross-coupling of aryl methyl sulfoxides and alcohols via nucleophilic activation of C-S bond was written by Li, Guolin;Nieves-Quinones, Yexenia;Zhang, Hui;Liang, Qingjin;Su, Shuaisong;Liu, Qingchao;Kozlowski, Marisa C.;Jia, Tiezheng. And the article was included in Nature Communications in 2020.Electric Literature of C10H22O The following contents are mentioned in the article:

A transition-metal-free cross-coupling strategy utilizing aryl(heteroaryl) Me sulfoxides R1S(O)Me (R1 = Ph, 4-NCC6H4, 2-naphthyl, 3-pyridyl, 2-benzimidazolyl, etc.) and alcs. R2OH (R2 = Me, i-Pr, 2-cyclohexylethyl, 1-adamantylmethyl, etc.) to afford alkyl aryl(heteroaryl) ethers R1OR2 is reported. Two drug mols. were successfully prepared using this protocol as a key step and emphasized its potential utility in medicinal chem. A DFT computational study suggests that the reaction proceeds via initial addition of the alkoxide to the sulfoxide. This adduct facilitates further intramol. addition of the alkoxide to the aromatic ring wherein charge on the aromatic system is stabilized by the nearby potassium cation. Rate-determining fragmentation then delivers Me sulfenate and the aryl or heteroaryl ether. This study establishes the feasibility of nucleophilic addition to an appended sulfoxide as a means to form a bond to aryl(heteroaryl) systems and this modality is expected to find use with many other electrophiles and nucleophiles leading to new cross-coupling processes. This study involved multiple reactions and reactants, such as 3,7-Dimethyloctan-1-ol (cas: 106-21-8Electric Literature of C10H22O).

3,7-Dimethyloctan-1-ol (cas: 106-21-8) 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. 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.Electric Literature of C10H22O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts