(a) Interpretation: The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn. Concept introduction: Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C + .

Question

Want to see the full answer?

Answer 1

Question

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Don't used hand raiting

at 32.0 °C? What is the osmotic pressure (in atm) of a 1.46 M aqueous solution of urea [(NH2), CO] at 3 Round your answer to 3 significant digits.

Reagan is doing an atomic absorption experiment that requires a set of zinc standards in the 0.4-1.6 ppm range. A 1000 ppm Zn solution was prepared by dissolving the necessary amount of solid Zn(NO3)2 in water. The standards can be prepared by diluting the 1000 ppm Zn solution. Table 1 shows one possible set of serial dilutions (stepwise dilution of a solution) that Reagan could perform to make the necessary standards. Solution A was prepared by diluting 5.00 ml of the 1000 ppm Zn standard to 50.00 ml. Solutions C-E are called "calibration standards" because they will be used to calibrate the atomic absorption spectrometer. a. Compare the solution concentrations expressed as ppm Zn and ppm Zn(NO3)2. Compare the concentrations expressed as M Zn and M Zn(NO3)2 - Which units allow easy conversion between chemical species (e.g. Zn and Zn(NO3)2)? - Which units express concentrations in numbers with easily expressed magnitudes? - Suppose you have an analyte for which you don't know the molar…

Answer 2

Question

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 5

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Answer 6

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Answer 7

Chapter 8, Problem 8.69P

Interpretation Introduction

(a)

Interpretation:

The mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two 1, 2-methyl shifts is to be drawn.

Concept introduction:

Carbocation intermediate can rearrange to become more stable via two possible rearrangements, 1, 2-hydride shift or 1, 2-methyl shift. Hydrogen atom or methyl group from adjacent carbon atom is shifted to the positively charged carbon to form a more stable carbocation. Each 1, 2-hydride shift and 1, 2-methyl shift requires one curved arrow originating from the electron-rich bond and pointing to the electron poor C+.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The mechanism with appropriate curved arrows showing the conversion of intermediate B to Lanosterol is to be drawn.

Concept introduction:

The Carbocation intermediate rearrangement is followed by electrophilic elimination resulting in the formation of C=C bond.

Two curved arrows are needed to show electrophilic elimination. The first curved arrow originates from the base to the electrophile, and the second arrow is drawn from the electrophile to the mid of the C-C bond where C=C bond is formed.

Answer 10

Expert Solution & Answer

Answer 11

Expert Solution & Answer

Answer 12

Want to see the full answer?

Check out a sample textbook solution

See solution

Answer 13

Ch. 8 - Prob. 8.1P Ch. 8 - Prob. 8.2P Ch. 8 - Prob. 8.3P Ch. 8 - Prob. 8.4P Ch. 8 - Prob. 8.5P Ch. 8 - Prob. 8.6P Ch. 8 - Prob. 8.7P Ch. 8 - Prob. 8.8P Ch. 8 - Prob. 8.9P Ch. 8 - Prob. 8.10P

Solution Summary: The author illustrates the mechanism with appropriate arrows showing the conversion of intermediate A to B through two 1, 2-hydride shifts followed by two

Concept explainers

Videos

Want to see the full answer?

Chapter 8 Solutions