ORGANIC CHEMISTRY-ACCESS
ORGANIC CHEMISTRY-ACCESS
6th Edition
ISBN: 9781260475586
Author: SMITH
Publisher: MCG
Question
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Chapter 25.5, Problem 18P
Interpretation Introduction

(a)

Interpretation: The product formed from the [1,7] sigmatropic rearrangement of deuterium in the given triene is to be identified.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which involve the migration of sigma bonds. In these reactions, old sigma bonds are broken and new sigma bonds are formed.

Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.

Interpretation Introduction

(b)

Interpretation: If the given reaction proceeds in a suprafacial or antarafacial manner under thermal conditions is to be predicted.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which involve the migration of sigma bonds. In these reactions, old sigma bonds are broken and new sigma bonds are formed.

Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.

Interpretation Introduction

(c)

Interpretation: If the given reaction proceeds in a suprafacial or antarafacial manner under photochemical conditions is to be predicted.

Concept introduction: Sigmatropic rearrangements are pericyclic reactions which involve the migration of sigma bonds. In these reactions, old sigma bonds are broken and new sigma bonds are formed.

Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows.

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Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н
Answer d, e, and f
If the rotational constant of a molecule is B = 120 cm-1, it can be stated that the transition from 2←1:a) gives rise to a line at 120 cm-1b) is a forbidden transitionc) gives rise to a line at 240 cm-1d) gives rise to a line at 480 cm-1
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