ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 7, Problem 48P

(a)

Interpretation Introduction

Interpretation: The products formed due to elimination and most likely mechanism for below reactionsshouldbe written.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 48P , additional homework tip  1

Concept introduction: Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two step unimolecuar elimination, abbreviated as E1 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

(b)

Interpretation Introduction

Interpretation: The rates of below three reactions should be compared.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 7, Problem 48P , additional homework tip  2

Concept introduction: Carbocations generated from alkyl halides have two fates; they can be either trapped by nucleophiles to give substitution product or may deprotonate to yield a small amount of alkene.

If the leaving group present eliminates along with a proton in absence of any strong nucleophile the double bond formation might occur. Such reactions are known as two step unimolecuar elimination, abbreviated as E1 .If the still higher concentration is employed, reaction proceeds via bimolecular elimination. On the other hand, the weak base waits until the carbocation is formed and the type of elimination with a relatively weak base is two-step elimination or E1 .

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)
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