(a) Interpretation: The primary, secondary or tertiary amine in the given compound is to be classified. Concept introduction: Amines are nitrogen-containing organic compounds. The general formula of amines is R − NH 2 . Amines can be classified as primary amine, secondary amine, and tertiary amine. In Primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group. In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group. In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Question

16. The proton NMR spectral information shown in this problem is for a compound with formula CioH,N. Expansions are shown for the region from 8.7 to 7.0 ppm. The normal carbon-13 spec- tral results, including DEPT-135 and DEPT-90 results, are tabulated: 7 J Normal Carbon DEPT-135 DEPT-90 19 ppm Positive No peak 122 Positive Positive cus и 124 Positive Positive 126 Positive Positive 128 No peak No peak 4° 129 Positive Positive 130 Positive Positive (144 No peak No peak 148 No peak No peak 150 Positive Positive してし

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Question

Chapter 3.2, Problem 6P

Interpretation Introduction

(a)

Interpretation: The primary, secondary or tertiary amine in the given compound is to be classified.

Concept introduction: Amines are nitrogen-containing organic compounds. The general formula of amines is R−NH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In Primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

Interpretation Introduction

(b)

Interpretation: The primary, secondary or tertiary amine in the given compound is to be classified.

Concept introduction: Amines are nitrogen-containing organic compounds. The general formula of amines is R−NH2. Amines can be classified as primary amine, secondary amine, and tertiary amine. In Primary amines, one of the hydrogen atoms of ammonia is replaced by alkyl or aryl group.

In secondary amines, two of the hydrogen atoms of ammonia are replaced by alkyl or aryl group.

In tertiary amines, all hydrogen atoms of ammonia are replaced by alkyl or aryl group.

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16. The proton NMR spectral information shown in this problem is for a compound with formula CioH,N. Expansions are shown for the region from 8.7 to 7.0 ppm. The normal carbon-13 spec- tral results, including DEPT-135 and DEPT-90 results, are tabulated: 7 J Normal Carbon DEPT-135 DEPT-90 19 ppm Positive No peak 122 Positive Positive cus и 124 Positive Positive 126 Positive Positive 128 No peak No peak 4° 129 Positive Positive 130 Positive Positive (144 No peak No peak 148 No peak No peak 150 Positive Positive してし

3. Propose a synthesis for the following transformation. Do not draw an arrow-pushing mechanism below, but make sure to draw the product of each proposed step (3 points). + En CN CN

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