The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified. Concept introduction: Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess. The final step after hydrogenation is the hydrolysis of the protected group of amine . The general scheme can be shown as, To find : the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

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Answer 1

Question

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

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CHEM 310 Quiz 8 Organic Chemistry II Due: Tuesday, April 25th, at 11:59 pm. This quiz is open textbook / open notes - but you must work alone. You cannot use the internet or the solutions manual for the book. Scan in your work and record an explanation of your mechanism. You may record this any way that you like. One way would be to start an individual Zoom meeting, start recording, "share your screen" and then talk through the problem. This will be converted to an .mp4 file that you can upload into Canvas using the "record/upload media" feature. Pyridine, benzoic acid and benzene are dissolved in ethyl acetate. Design and provide a plan / flow chart for separating and isolating each of these components. Pyridine and benzene are liquids at room temperature. Benzoic acid is a solid. You have ethyl acetate, 2M NaOH, 2M HCI and anhydrous MgSO4 available, as well as all the glassware and equipment that you used in the organic lab this year. Provide accurate acid/base reactions for any…

Answer 2

Question

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 3

Question

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

Expert Solution & Answer

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Answer 5

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

Answer 6

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

Answer 7

Chapter 25.3, Problem 19CC

(a)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-alanine using asymmetric catalytic hydrogenation.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The alkenes required for the synthesis of given set of amino acids by asymmetric catalytic hydrogenation need to be identified.

Concept introduction:

Asymmetric catalytic hydrogenation is a reaction in which the alkene substrate is reduced to a saturated compound by addition of two atoms of hydrogen. When chiral catalyst is used a enantioselective product is obtained. This technique uses a chiral catalyst so that the amino acids can be prepared with high enantiomeric excess.

The final step after hydrogenation is the hydrolysis of the protected group of amine. The general scheme can be shown as,

To find: the alkene taken for the synthesis of L-tyrosine using asymmetric catalytic hydrogenation.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 25.2 - Prob. 1CC Ch. 25.2 - Prob. 2CC Ch. 25.2 - Prob. 3CC Ch. 25.2 - Prob. 1LTS Ch. 25.2 - Prob. 4PTS Ch. 25.2 - Prob. 5ATS Ch. 25.2 - Prob. 6ATS Ch. 25.2 - Prob. 7CC Ch. 25.2 - Prob. 8CC Ch. 25.2 - Prob. 9CC

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Chapter 25 Solutions