Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 11.3, Problem 4P
Interpretation Introduction

Interpretation: The reason corresponding to the fact that an alkyne often has a slightly higher boiling point than an alkene of similar molecular weight is to be stated.

Concept introduction: The temperature at which a liquid starts changing its phase into a gas is known as boiling point.

The sp hybridized carbon has higher s-character. Thus, it possesses higher electronegativity than sp2 hybridized carbon because high s-character percentage corresponds to the higher electronegativity. The highly electronegative carbon that is sp carbon will attract more bonded electrons that leads to the high concentration of negative charge. Thus, the direction of dipole moves towards the sp carbon.

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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
Treatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. ? NH2 Br Br Propose a structural formula for compound A. You do not have to explicitly draw H atoms. You do not have to consider stereochemistry. In cases where there is more than one answer, just draw one. R3N C14H19NO2 + 2 R3NH*Br A

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Organic Chemistry (6th Edition)

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