The structure of the major product obtained from ( R , R ) isomer of the amine is to be drawn. Concept introduction: In Hoffman’s elimination reaction, the less substituted alkene as the more favourable product, whereas according to Zaitsev rule more substituted alkenes are considered as more favourable product. The notations E or Z are used to describe the geometry around the double bond of an alkene, whereas nomenclature cis or trans is used to describe the relative configurations ( R or S ) . In the cis or trans compound, the molecular formula remains same but arrangement of the atoms in space is different. Cis or trans and E or Z are not interrelated to each other.

Question

What kinds of halides cannot be used to alkylate an amine? Why not? a.Tertiary halides form alkenes on elimination. b.Aryl halides unless activated by electron-withdrawing groups c.Halides with beta-alkyl groups are sterically hindered. d. all of the above

Answer 1

Question

Chapter 19.15, Problem 19.22P

(a)

Interpretation Introduction

Interpretation:

The structure of the major product obtained from (R,R) isomer of the amine is to be drawn.

Concept introduction:

In Hoffman’s elimination reaction, the less substituted alkene as the more favourable product, whereas according to Zaitsev rule more substituted alkenes are considered as more favourable product. The notations E or Z are used to describe the geometry around the double bond of an alkene, whereas nomenclature cis or trans is used to describe the relative configurations (R or S). In the cis or trans compound, the molecular formula remains same but arrangement of the atoms in space is different. Cis or trans and E or Z are not interrelated to each other.

(b)

Interpretation Introduction

Interpretation:

The formation of the Zaitsev product using stereochemical drawings of the transition states are to be shown.

Concept introduction:

In Hoffman’s elimination reaction, the less substituted alkene as the more favourable product, whereas according to Zaitsev rule more substituted alkenes are considered as more favourable product. The notations E or Z are used to describe the geometry around the double bond of an alkene, whereas nomenclature cis or trans is used to describe the relative configurations (R or S). In the cis or trans compound, the molecular formula remains same but arrangement of the atoms in space is different. Cis or trans and E or Z are not interrelated to each other.

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