Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 9, Problem 53P

(a)

Interpretation Introduction

Interpretation:

Substitution product of 2-chloro-methyl-3 4 hexene added to a solution of sodium acetate in acetic acid has to be given.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

(b)

Interpretation Introduction

Interpretation:

Substitution product of 3-bromo-1-methylcyclohexene added to a solution of sodium acetate in acetic acid has to be given.

Concept Introduction:

Unimolecular nucleophilic substitution reaction in which the reversible ionization of alkyl halide in the presence of aqueous acetone or an aqueous ethyl alcohol provides a carbocation as an intermediate, attacked by the nucleophile to form the product.

If the leaving group in SN1 reaction is attached to the asymmetric carbon, a pair of enantiomers will be formed.

An enantiomer, also known as an optical isomer, is one of two stereoisomers that are mirror images of each other that are non-superimposable.

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Draw the complete mechanism for the reaction below. Please include appropriate arrows, intermediates, and formal charges.
(c) The following data have been obtained for the hydrolysis of sucrose, C12H22O11, to glucose, C6H12O6, and fructose C6H12O6, in acidic solution: C12H22O11 + H2O → C6H12O6 + C6H12O6 [sucrose]/mol dm³ t/min 0 0.316 14 0.300 39 0.274 60 0.256 80 0.238 110 0.211 (i) Graphically prove the order of the reaction and determine the rate constant of the reaction. (ii) Determine the half-life, t½ for the hydrolysis of sucrose.
(III) adsorbent (b) Adsorption of the hexacyanoferrate (III) ion, [Fe(CN)6] ³, on y-Al2O3 from aqueous solution was examined. The adsorption was modelled using a modified Langmuir isotherm, yielding the following values of Kat pH = 6.5: (ii) T/K 10-10 K 280 2.505 295 1.819 310 1.364 325 1.050 Determine the enthalpy of adsorption, AadsHⓇ. If the reported value of entropy of adsorption, Aads Se = 146 J K-1 mol-1 under the above conditions, determine Aads Gº.

Chapter 9 Solutions

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