EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
EBK ORGANIC CHEMISTRY STUDY GUIDE AND S
6th Edition
ISBN: 9781319385415
Author: PARISE
Publisher: VST
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Chapter 10, Problem 10.9P
Interpretation Introduction

Interpretation:

The curved-arrow mechanism for acid-catalysed dehydration reaction of 3, 3- dimethyl -2- butanol is to be stated.

Concept introduction:

The dehydration of an alcohol leads to the formation of alkene. This dehydration can be done by acid-catalyzed mechanism. In this mechanism first step is the abstraction of proton by the hydroxide group. Second step is the removal of water to give an intermediate “carbocation”. Third step is the generation of alkene by the removal of β- hydrogen from the intermediate.

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From the given compound, choose the proton that best fits each given description. a CH2 CH 2 Cl b с CH2 F Most shielded: (Choose one) Least shielded: (Choose one) Highest chemical shift: (Choose one) Lowest chemical shift: (Choose one) ×
Consider this molecule: How many H atoms are in this molecule? How many different signals could be found in its 1H NMR spectrum? Note: A multiplet is considered one signal.
For each of the given mass spectrum data, identify whether the compound contains chlorine, bromine, or neither. Compound m/z of M* peak m/z of M + 2 peak ratio of M+ : M + 2 peak Which element is present? A 122 no M + 2 peak not applicable (Choose one) B 78 80 3:1 (Choose one) C 227 229 1:1 (Choose one)

Chapter 10 Solutions

EBK ORGANIC CHEMISTRY STUDY GUIDE AND S

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