Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 13, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Anti-Markovnikov’s rule: Unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  1

(b)

Interpretation Introduction

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Anti-Markovnikov’s rule: Unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Anti-Markovnikov’s rule: Unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  3

Dehydration reaction:

Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid and gives alkene.

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  4

The stability of carbocation is given below,

Tertiary carbocation is more stable than the secondary and primary.

(d)

Interpretation Introduction

Interpretation:

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Alkenes undergoes bromination reaction using bromine which yields the dibromo compound, bromination takes place in the double bond of the alkenes.

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  5

Heck reaction:

The Heck reaction is a cross-coupling reaction of an alkyl halide with an alkene to make a substituted alkenes using palladium as a catalyst and a base.

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  6

Hydrogenation:

Alkenes undergoes hydrogenation using Pd/C and hydrogen will reduce alkene to alkane

Organic Chemistry, Chapter 13, Problem 39P , additional homework tip  7

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1 Please provide an efficient synthesis of the product below from the starting material. Use the starting material as the ONLY source of carbon atoms. Show the synthesis of each compound that would be used in the overall synthesis of the product. [This synthesis uses alkyne and alcohol chemistry.]
10- 4000 20 20 30- %Reflectance 60 50- 09 60- 40- Date: Thu Feb 06 17:30:02 2025 (GMT-05:0(UnknownP Scans: 8 Resolution: 2.000 70 70 88 80 3500 3000 2500 90 100 00 Wavenumbers (cm-1) 2000 1500 2983.10 2359.13 1602.52 1584.22 1451.19 1391.87 1367.07 1314.37 1174.34 1070.13 1027.33 1714.16 1269.47 1000 1106.08 1001.14 937.02 873.60 850.20 780.22 686.91 674.38 643.09 617.98 02/06/25 16:38:20
d. Draw arrow-pushing mechanism for an enzymatic retro-aldol reaction of the following hexose. Use B: and/or HA as needed. OH OH سية HO OH OH
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