Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 27, Problem 27.29P
Interpretation Introduction

(a)

Interpretation: The product formed by the thermal electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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.

Interpretation Introduction

(b)

Interpretation: The product formed by the thermal electrocyclic ring opening or ring closure to the given compound is to be predicted. The process has to be labeled as conrotatory and disrotatory and the stereochemistry around stereogenic center and double bond is to be indicated.

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.

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Part VII. The H-NMR of a compound with molecular formula C5 H 10 O2 is given below. Find the following: (a) The no. of protons corresponding to each signal in the spectra (6) Give the structure of the compound and assign the signals to each proton in the compound. a 70.2 Integration Values C5H10O2 b 47.7 C 46.5 d 69.5 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 Chemical Shift (ppm) 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 1.0 0.9 0.8
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Chapter 27 Solutions

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