a) Interpretation: At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C 1 ). Concept introduction: In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon. To give: The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C 1 ).

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Answer 1

Question

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

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Answer 2

Question

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

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Answer 3

Question

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

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Answer 4

Question

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

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Answer 5

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Answer 6

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Answer 7

Chapter 27.SE, Problem 29AP

Interpretation Introduction

a)

Interpretation:

At what positions the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid guaiol will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Answer 8

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Answer 9

Interpretation Introduction

b)

Interpretation:

At what positions the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which they are synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Concept introduction:

In the formation of terpenes every fourth carbon of one dimethylallyl phosphate (formed by the isomerization of isopentyl diphosphate) combines with the first carbon of the isopentyl phosphate molecule. Hence if the diphosphate bearing carbon is labeled, every fourth carbon in a terpene will be a labeled carbon.

To give:

The positions at which the terpenoid sabinene will be labeled if isopentyl diphosphate and dimethylallyl diphosphate from which it is synthesized are isotopically labeled at the diphosphate bearing carbon atom (C₁).

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 27.1 - Carnauba wax, used in floor and furniture...Ch. 27.1 - Draw structures of glyceryl tripalmitate and...Ch. 27.2 - Prob. 3P Ch. 27.2 - Write the saponication reaction of glyceryl...Ch. 27.4 - Prob. 5P Ch. 27.5 - Prob. 6P Ch. 27.5 - Prob. 7P Ch. 27.6 - Draw the following molecules in chair...Ch. 27.6 - Lithocholic acid is an Aâ€“B cis steroid found in...Ch. 27.7 - Prob. 10P

Solution Summary: The author explains that terpenoid guaiol is a sesqueterpene with 15 carbons.

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