ORGANIC CHEMISTRY (LOOSELEAF)
ORGANIC CHEMISTRY (LOOSELEAF)
6th Edition
ISBN: 9781260475630
Author: SMITH
Publisher: MCG
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Chapter 25, Problem 34P
Interpretation Introduction

(a)

Interpretation: The product formed by the thermal electrocyclic ring closure of given triene N is to be determined.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene.

Interpretation Introduction

(b)

Interpretation: The product formed by the photochemical electrocyclic ring closure of given triene N is to be determined.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene.

Interpretation Introduction

(c)

Interpretation: The given processes are to be labeled as conrotatory or disrotatory.

Concept introduction: Electrocyclic reactions are pericyclic reactions which takes place by concerted mechanism. These reactions involve ring opening or ring closure in a conjugated polyene. In Conratotory process, the orbitals where rearrangement is taking place rotates in clockwise direction and in disrotatory process the atomic orbitals rotates in opposite direction.

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(a) What product is formed when triene N undergoes thermal electrocyclic ring closure? (b)What product is formed when triene N undergoes photochemical ring closure? (c) Label each process as conrotatory or disrotatory.
(a) Draw the products (including stereoisomers) formed when 2methylhex-2-ene is treated with HBr in the presence of peroxides. (b) Draw the products (including stereoisomers) formed when (S)-2,4dimethylhex-2-ene is treated with HBr and peroxides under similar conditions.
Following is a balanced equation for bromination of toluene.(a) Using the values for bond dissociation enthalpies given in Appendix 3,calculate ∆H0for this reaction.(b) Propose a pair of chain propagation steps and show that they add up to theobserved reaction.(c) Calculate ∆H0for each chain propagation step.(d) Which propagation step is rate-determinin
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