Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
Question
Book Icon
Chapter 21, Problem 21.55P
Interpretation Introduction

Interpretation:

It is to be explained why only the compound in the first reaction forms a lactone but the compound in the second reaction does not under identical conditions.

Concept introduction:

Lactone is a cyclic ester that can be prepared by intramolecular esterification. The compound having carboxylic acid and alcohol in the same molecule separated by more than two CC bonds can form a lactone.

Blurred answer
Students have asked these similar questions
Part 2 (0.5 point) 0- Draw the major organic product with the correct geometry. 10 1: 70000 х く 1st attempt Part 1 (0.5 point) Feedback Please draw all four bonds at chiral centers. P See Periodic Table See Hint
Heating an alcohol in the presence of sulfuric or phosphoric acid will cause a dehydration to occur: the removal of the elements of water from a molecule, forming an alkene. The reaction usually follows an E1 mechanism. The SN1 pathway is suppressed by using a strong acid whose conjugate base is a poor nucleophile. Further, heating the reaction mixture causes a greater increase in the rate of E1 compared to the rate of S№1. 2nd attempt 0 See Periodic Table See Hint Draw the organic intermediate from the first step (no byproducts) and draw curved arrow(s) to show how it reacts. TH +11: 1st attempt Feedback H H H C F F See Periodic Table See Hint
This molecule undergoes an E1 mechanism when stirred in methanol. 3rd attempt CH₂OH CH₂OH 6148 O See Periodic Table. See Hint Draw 3 chemical species including formal charges and lone pairs of electrons. Add the missing curved arrow notation. H N O O SA 3 Br I

Chapter 21 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 21 - Prob. 21.11PCh. 21 - Prob. 21.12PCh. 21 - Prob. 21.13PCh. 21 - Prob. 21.14PCh. 21 - Prob. 21.15PCh. 21 - Prob. 21.16PCh. 21 - Prob. 21.17PCh. 21 - Prob. 21.18PCh. 21 - Prob. 21.19PCh. 21 - Prob. 21.20PCh. 21 - Prob. 21.21PCh. 21 - Prob. 21.22PCh. 21 - Prob. 21.23PCh. 21 - Prob. 21.24PCh. 21 - Prob. 21.25PCh. 21 - Prob. 21.26PCh. 21 - Prob. 21.27PCh. 21 - Prob. 21.28PCh. 21 - Prob. 21.29PCh. 21 - Prob. 21.30PCh. 21 - Prob. 21.31PCh. 21 - Prob. 21.32PCh. 21 - Prob. 21.33PCh. 21 - Prob. 21.34PCh. 21 - Prob. 21.35PCh. 21 - Prob. 21.36PCh. 21 - Prob. 21.37PCh. 21 - Prob. 21.38PCh. 21 - Prob. 21.39PCh. 21 - Prob. 21.40PCh. 21 - Prob. 21.41PCh. 21 - Prob. 21.42PCh. 21 - Prob. 21.43PCh. 21 - Prob. 21.44PCh. 21 - Prob. 21.45PCh. 21 - Prob. 21.46PCh. 21 - Prob. 21.47PCh. 21 - Prob. 21.48PCh. 21 - Prob. 21.49PCh. 21 - Prob. 21.50PCh. 21 - Prob. 21.51PCh. 21 - Prob. 21.52PCh. 21 - Prob. 21.53PCh. 21 - Prob. 21.54PCh. 21 - Prob. 21.55PCh. 21 - Prob. 21.56PCh. 21 - Prob. 21.57PCh. 21 - Prob. 21.58PCh. 21 - Prob. 21.59PCh. 21 - Prob. 21.60PCh. 21 - Prob. 21.61PCh. 21 - Prob. 21.62PCh. 21 - Prob. 21.63PCh. 21 - Prob. 21.64PCh. 21 - Prob. 21.65PCh. 21 - Prob. 21.66PCh. 21 - Prob. 21.67PCh. 21 - Prob. 21.68PCh. 21 - Prob. 21.69PCh. 21 - Prob. 21.70PCh. 21 - Prob. 21.71PCh. 21 - Prob. 21.72PCh. 21 - Prob. 21.73PCh. 21 - Prob. 21.74PCh. 21 - Prob. 21.75PCh. 21 - Prob. 21.76PCh. 21 - Prob. 21.77PCh. 21 - Prob. 21.78PCh. 21 - Prob. 21.79PCh. 21 - Prob. 21.80PCh. 21 - Prob. 21.81PCh. 21 - Prob. 21.82PCh. 21 - Prob. 21.83PCh. 21 - Prob. 21.84PCh. 21 - Prob. 21.85PCh. 21 - Prob. 21.86PCh. 21 - Prob. 21.87PCh. 21 - Prob. 21.88PCh. 21 - Prob. 21.89PCh. 21 - Prob. 21.90PCh. 21 - Prob. 21.91PCh. 21 - Prob. 21.92PCh. 21 - Prob. 21.93PCh. 21 - Prob. 21.94PCh. 21 - Prob. 21.95PCh. 21 - Prob. 21.96PCh. 21 - Prob. 21.97PCh. 21 - Prob. 21.98PCh. 21 - Prob. 21.1YTCh. 21 - Prob. 21.2YTCh. 21 - Prob. 21.3YTCh. 21 - Prob. 21.4YTCh. 21 - Prob. 21.5YTCh. 21 - Prob. 21.6YTCh. 21 - Prob. 21.7YTCh. 21 - Prob. 21.8YTCh. 21 - Prob. 21.9YTCh. 21 - Prob. 21.10YTCh. 21 - Prob. 21.11YTCh. 21 - Prob. 21.12YT
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY