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Chapter 13, Problem 27P

(a)

Interpretation Introduction

Interpretation:

The major product obtained by the reaction of excess of given compound with Cl2 in presence of ultraviolet light should be identified.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

Chlorination:

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 27P , additional homework tip  1

2-methylpropane undergoes radical chlorination and yields the 2-chloro-2-methylpropane and 1-chloro-2-methyl propane.

(b)

Interpretation Introduction

Interpretation:

The major product obtained by the reaction of excess of given compound with Cl2 in presence of ultraviolet light should be identified.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

Chlorination:

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 27P , additional homework tip  2

2-methylpropane undergoes radical chlorination and yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

(c)

Interpretation Introduction

Interpretation:

The major product obtained by the reaction of excess of given compound with Cl2 in presence of ultraviolet light should be identified.

Concept introduction:

Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.

Bond strength is depends on the formation of the radical, if the radical is involving in resonance which is weakest bond strength.

Chlorination:

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 27P , additional homework tip  3

2-methylpropane undergoes radical chlorination and yields the 2-chloro-2-methylpropane and 1-chloro-2-methylpropane.

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Draw all formal charges on the structures below as is and draw 1 resonance structure that is more stable.
Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1
AE>AE₁ (Y/N) AE=AE₁ (Y/N) AE

Chapter 13 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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