Leroux, Yves published the artcileReaction of magnesium with γ- and δ-halogenated ketones; synthesis of cyclanols, COA of Formula: C5H10O, the publication is Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques (1967), 265(25), 1472-4, database is CAplus.
The reaction of Mg with γ- and δ-halo ketones in tetrahydrofuran (THF) was investigated. Treatment of γ-chlorinated ketones with Mg in THF followed by hydrolysis gave the corresponding pinacols. Similar treatment of γ-brominated ketones at 25° gave the corresponding I (R, R1, R2 and m.p. of phenylurethane derivative given): Me, H, H, 140°; Me, Me, H, 110°; Me, Et, H, 81°; Me, H, Me, 110°; Et, H, H, 125°; Pr, H, H, 99°; Bu, H, H, 95°; pentyl, H, H, 74°. The second alc. above was 60:40 cis-trans mixture and the fourth was practically pure cis isomer. Similar treatment of a δ-bromo ketone, e.g. 1-bromo-5-hexanone, gave 65% 1-methyl-1-cyclopentanol, as well as small amounts of pinacol and non-brominated ketones. The reaction is pictured as involving a radical cleavage of C-halogen bond and a reduction of the carbonyl group to an anion radical.
Comptes Rendus des Seances de l’Academie des Sciences, Serie C: Sciences Chimiques published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, COA of Formula: C5H10O.
Referemce:
https://en.wikipedia.org/wiki/Alcohol,
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