Semipinacol rearrangement

Semipinacol rearrangement

A rearrangement in organic chemistry involving a carbocation with a hydroxy group adjacent to the electron deficient center. While similar to the pinacol rearrangement, the semipinacol rearrangement differs from the pinacol rearrangement in that the cation is not formed from a 1,2-diol, but rather from epoxides, β-haloalcohols or β-diazoalcohols (the Tiffeneau-Demjanov rearrangement).


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  • semipinacol rearrangement — noun A rearrangement involving a carbocation with a hydroxy group adjacent to the electron deficient centre. See Also: pinacol rearrangement …   Wiktionary

  • Pinacol rearrangement — The pinacol rearrangement or pinacol pinacolone rearrangement is a method for converting a 1,2 diol to a carbonyl compound in organic chemistry. This rearrangement takes place under acidic conditions. The name of the reaction comes from the… …   Wikipedia

  • Pinacol — Chembox new Name = Pinacol ImageFile = Pinacol 2D skeletal.png ImageName = Pinacol ImageFile1 = Pinacol 3D balls.png ImageName1 = Ball and stick model of pinacol IUPACName = 2,3 dimethyl 2,3 butanediol OtherNames = tetramethylethylene glycol, 1,1 …   Wikipedia

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