(a) Interpretation: For the given molecule, the IUPAC is to be written. Concept introduction: An ester consists of a O = C − O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate . The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Question

Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.

Answer 1

Question

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

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Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.

(c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistry

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Answer 2

Question

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

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Answer 3

Question

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

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Answer 4

Question

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

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Answer 5

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 6

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 7

Chapter F, Problem F.8P

Interpretation Introduction

(a)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of a O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 8

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 9

Interpretation Introduction

(b)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 10

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 11

Interpretation Introduction

(c)

Interpretation:

For the given molecule, the IUPAC is to be written.

Concept introduction:

An ester consists of an O=C−O group with hydrogen or an alkyl group (R) attached to the carbonyl carbon and another alkyl group (R or R’) attached to the singly bonded oxygen atom. The name of an ester has the general form alkyl alkanoate. The alkyl part denotes the alkyl group attached to the singly bonded oxygen atom while the alkanoate part indicates the alkyl group attached to the carbonyl carbon in an ester. The alkanoate portion derives from the analogous alkane having the same number of carbon atoms. The basic representation of an ester molecule is shown as:

Answer 12

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Answer 23

Ch. F - Prob. F.1P Ch. F - Prob. F.2P Ch. F - Prob. F.3P Ch. F - Prob. F.4P Ch. F - Prob. F.5P Ch. F - Prob. F.6P Ch. F - Prob. F.7P Ch. F - Prob. F.8P Ch. F - Prob. F.9P Ch. F - Prob. F.10P

Solution Summary: The IUPAC name for the given structure is methyl propanoate.

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