The major products [X] and [Y] formed in the following reactions are:

Question

Vimal Swarnkar · Accepted Answer

(c) [X] 2-(bromomethyl)THF; [Y] 2-(bromomethyl)THP. Br₂ forms a bromonium ion; the OH attacks intramolecularly. Pent-4-en-1-ol → 5-exo → 2-(bromomethyl)tetrahydrofuran [X]. Hex-5-en-1-ol → 6-exo → 2-(bromomethyl)tetrahydropyran [Y] → (c). Exo closure is favoured (Baldwin).

Answer

(a) [X] 2-(bromomethyl)THF; [Y] 2-bromooxepane

Answer

(b) [X] 2-bromo-THP; [Y] 2-(bromomethyl)THP

Answer

(d) [X] 2-bromo-THP; [Y] 2-bromooxepane

Geo-Scientist Prelims 2020 Chemistry Q119: The major products [X] and [Y] formed in the following reactions are:

QuestionOrganic / halo-etherification