More stable species in given pair has to be identified. Concept Introduction: In an S N 2 reaction, relative stability of alkyl halide is primary > secondary > tertiary. The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Question

Want to see the full answer?

Answer 1

Question

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

A molecule shows peaks at 1379, 1327, 1249, 739 cm-1. Draw a diagram of the energy levels for such a molecule. Draw arrows for the possible transitions that could occur for the molecule. In the diagram imagine exciting an electron, what are its various options for getting back to the ground state? What process would promote radiation less decay? What do you expect for the lifetime of an electron in the T1 state? Why is phosphorescence emission weak in most substances? What could you do to a sample to enhance the likelihood that phosphorescence would occur over radiationless decay?

Rank the indicated C—C bonds in increasing order of bond length. Explain as why to the difference.

Use IUPAC rules to name the following alkane

Answer 2

Question

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 6

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 7

Chapter 9, Problem 86P

(a)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

The tertiary carbocation is the most stable. The primary carbanion is the most stable. Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 8

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 9

(b)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 10

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 11

(c)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 12

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 13

(d)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 14

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 15

(e)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 16

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 17

(f)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 18

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 19

(g)

Interpretation Introduction

Interpretation:

More stable species in given pair has to be identified.

Concept Introduction:

In an S_N2 reaction, relative stability of alkyl halide is primary > secondary > tertiary.

Resonance allows for delocalization, in which the overall energy of a molecule is lowered since its electrons occupy a greater volume, molecules that experience resonance are more stable than those that do not.

Answer 20

Expert Solution & Answer

Answer 21

Expert Solution & Answer

Answer 22

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 23

Ch. 9.1 - Prob. 3P Ch. 9.1 - Does increasing the energy barrier for an SN2...Ch. 9.1 - Rank the following alkyl bromides from most...Ch. 9.1 - Prob. 8P Ch. 9.2 - Prob. 9P Ch. 9.2 - Prob. 10P Ch. 9.2 - Prob. 11P Ch. 9.2 - Prob. 12P Ch. 9.2 - Which substitution reaction lakes place more...Ch. 9.2 - Prob. 15P

Solution Summary: The author explains that in an S N 2 reaction, relative stability of alkyl halide is primary > secondary > tertiary, and resonance allows for delocalization.

Concept explainers

Want to see the full answer?

Chapter 9 Solutions