Concept explainers
(a)
Interpretation: The product formed on thermal electrocyclic ring opening of the given compounds is to be predicted.
Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in thermal conditions undergoes reaction in conrotatory fashion and polyene containing odd number of bonds undergo reaction in disrotatory fashion.
(b)
Interpretation: The product formed on photochemical electrocyclic ring opening of the given compounds.
Concept introduction: Electrocyclic reactions involve ring opening or ring closure in a conjugated polyene. According to Woodward-Hoffmann rules, the polyene containing even number of bonds in photochemical conditions undergoes reaction in disrotatory fashion and polyene containing odd number of bonds undergo reaction in conrotatory fashion.
Trending nowThis is a popular solution!
Chapter 27 Solutions
KCTCS Organic Chemistry Value Edition (Looseleaf) - Text Only
- What product is formed when each compound undergoes thermal electrocyclic ring opening or ring closure? Label each process as conrotatory or disrotatory, and clearly indicate the stereochemistry around tetrahedral stereogenic centers and double bonds.arrow_forwardWhat product is formed by the [3,3] sigmatropic rearrangement of eachcompound?arrow_forwardWhat cyclic product is formed when each decatetraene undergoes thermal electrocyclic ring closure?arrow_forward
- a) What product is formed from the [1,7] sigmatropic rearrangement of a deuterium in the following triene? (b) Does this reaction proceed in a suprafacial or antarafacial manner under thermal conditions? (c) Does this reaction proceed in a suprafacial or antarafacial manner under photochemical conditions?arrow_forwarda. What alkene would give only a ketone with three carbons as a product of oxidative cleavage? b. What alkenes would give only an aldehyde with four carbons as a product of oxidative cleavage?arrow_forward