Organic Chemistry
Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 9, Problem 9.84AP
Interpretation Introduction

Interpretation:

The mechanism for reaction of butylamine, CH3(CH2)3 N ¨ H2, with 1-bromobutane which is consistent with it rate law and with the other facts about nucleophilic substitution reaction is to be predicted. The mechanism for reaction of 3-bromopropan-1-amine which is consistent with it rate law and with the other facts about nucleophilic substitution reaction is to be predicted.

Concept introduction:

The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom.

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7. Tert-butyl alcohol reacts with aqueous hydrochloric acid to give tert-butyl chloride as shown below: (CH3)3COH(aq) + H¯(aq) + Cl(aq) → (CH3)3CCl(aq) + H₂O(1) For this reaction, rate = k[(CH3)3COH][H*]. With which mechanism is this rate law consistent? A) (CH3)3COH(aq) + H*(aq) (CH3)3C(OH₂)*(aq) B) (CH3)3C(OH₂)*(aq) + Cl(aq) → (CH3)3CCl(aq) + H₂O(1) (CH3)3COH(aq) → (CH3)3C+(aq) + OH-(aq) (CH3)3C+ (aq) + Cl(aq) → (CH3)3CCl(aq) H*(aq) + OH-(aq) → H₂O(1) (CH3)3COH(aq) + Cl·‍(aq) → (CH3)3CCl*(aq) + OH¯(aq) H*(aq) + OH-(aq) → H₂O(1) (CH3)3COH(aq) + H*(aq) → (CH3)3C(OH₂)*(aq) (CH3)3C(OH₂)*(aq) → (CH3)3C¯(aq) + H₂O(1) (CH3)3C+(aq) + Cl(aq) → (CH3)3CCl(aq) E) None of these mechanisms are consistent with the rate law provided. C) D) (fast) (slow) (slow) (fast) (slow) (fast) (fast) (fast) (slow) (fast)
What is the mechanism here?
Alkoxides R-O can be used to synthesize alkenes as exemplified by the reaction shov below, where the symbol (et) indicates that the substance is dissolved in ethanol (CH,CH,OH) used as solvent: Br + (1) Br(et) (et) + (et) CH,CH,OH + t-but-Br Ethoxide Isobutylene 10. What is the value of the rate constant for the synthesis of isobutylene at 25 °C? а) 6.8 х10-8 Trial Initial Initial Initial Rate (M/s) [t-but-Br] [Ethoxide] [isobutylene] b) 8.5 x10-7 6.8 x 10-8 13.6 х 10-8 1 0.08 M 0.04 M c) 2.1 x 10-5 0.16 M 0.04 M 0.08 M 0.08 M 6.8 x 10-8 13.6 x 10-8 d) 1.1 x10-5 3 0.08 M 4 0.16 M

Chapter 9 Solutions

Organic Chemistry

Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Prob. 9.15PCh. 9 - Prob. 9.16PCh. 9 - Prob. 9.17PCh. 9 - Prob. 9.18PCh. 9 - Prob. 9.19PCh. 9 - Prob. 9.20PCh. 9 - Prob. 9.21PCh. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Prob. 9.24PCh. 9 - Prob. 9.25PCh. 9 - Prob. 9.26PCh. 9 - Prob. 9.27PCh. 9 - Prob. 9.28PCh. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Prob. 9.31PCh. 9 - Prob. 9.32PCh. 9 - Prob. 9.33PCh. 9 - Prob. 9.34PCh. 9 - Prob. 9.35PCh. 9 - Prob. 9.36PCh. 9 - Prob. 9.37PCh. 9 - Prob. 9.38PCh. 9 - Prob. 9.39PCh. 9 - Prob. 9.40PCh. 9 - Prob. 9.41PCh. 9 - Prob. 9.42PCh. 9 - Prob. 9.43PCh. 9 - Prob. 9.44APCh. 9 - Prob. 9.45APCh. 9 - Prob. 9.46APCh. 9 - Prob. 9.47APCh. 9 - Prob. 9.48APCh. 9 - Prob. 9.49APCh. 9 - Prob. 9.50APCh. 9 - Prob. 9.51APCh. 9 - Prob. 9.52APCh. 9 - Prob. 9.53APCh. 9 - Prob. 9.54APCh. 9 - Prob. 9.55APCh. 9 - Prob. 9.56APCh. 9 - Prob. 9.57APCh. 9 - Prob. 9.58APCh. 9 - Prob. 9.59APCh. 9 - Prob. 9.60APCh. 9 - Prob. 9.61APCh. 9 - Prob. 9.62APCh. 9 - Prob. 9.63APCh. 9 - Prob. 9.64APCh. 9 - Prob. 9.65APCh. 9 - Prob. 9.66APCh. 9 - Prob. 9.67APCh. 9 - Prob. 9.68APCh. 9 - Prob. 9.69APCh. 9 - Prob. 9.70APCh. 9 - Prob. 9.71APCh. 9 - Prob. 9.72APCh. 9 - Prob. 9.73APCh. 9 - Prob. 9.74APCh. 9 - Prob. 9.75APCh. 9 - Prob. 9.76APCh. 9 - Prob. 9.77APCh. 9 - Prob. 9.78APCh. 9 - Prob. 9.79APCh. 9 - Prob. 9.80APCh. 9 - Prob. 9.81APCh. 9 - Prob. 9.82APCh. 9 - Prob. 9.83APCh. 9 - Prob. 9.84APCh. 9 - Prob. 9.85APCh. 9 - Prob. 9.86APCh. 9 - Prob. 9.87AP
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