Loose Leaf Student Solutions Manual Organic Chemistry
Loose Leaf Student Solutions Manual Organic Chemistry
10th Edition
ISBN: 9781259968907
Author: Francis Carey, Robert Giuliano
Publisher: McGraw-Hill Education (edition 10)
Question
Book Icon
Chapter 9, Problem 27P
Interpretation Introduction

Interpretation:

The principal product in each of the given reactions is to be predicted.

Concept introduction:

The conjugate base of alkyne acts as a good nucleophile. On reaction with primary alkyl halide, it undergoes substitution reaction. The order of better leaving group of halogen in a nucleophilic substitution reaction is I>Br>Cl>F.

Alkynes, on hydrogenation with catalyst Lindlar palladium, undergo syn addition and yield cis alkene.

Alkynes, on hydration, undergo addition of a molecule of water. The hydrogen atom is bonded to less substituted triple bonded carbon, and the hydroxyl groupis bonded to more substituted triple bonded carbon atom and forms a ketone through enol formation.

Germinal and vicinal dihalides, on reaction with a strong base, undergo double dehydrohalogenation and form alkynes.

Ozonolysis of alkynes involves the cleavage of triple bond and formation of carboxylic acids as products. An acyclic alkyne forms two carboxylic acids whereas a cyclic alkyne forms a single product with two carboxylic acid groups.

Blurred answer
Students have asked these similar questions
Provide a step-by-step mechanism to account for the product of each of the following reactions. Show the structure of each of the intermediates and use curved arrows to indicate electron flow in each of these steps.
A task is assigned to an undergraduate student to test two samples (known as compounds K and L) in the laboratory. She placed these two compounds through various scientific tests. She discovered that these compounds have the same molecular formula, C8H8O. When treated with 2,4-dinitrophenylhydrazine, all of these compounds produce brightly coloured precipitate, and both are reduced to an organic compound with the molecular formula C8H10O. However, compound K can be easily oxidized by chromic acid to formed compound N and vice versa for compound L. Furthermore, when both compounds reach with Fehling's solutions, they produce negative results. However, only compound K forms a silver mirror when it reacts with Tollen's reagent, and compound L does not. Identify the possible formulae for compounds K, L, and N by ignoring their possible isomerism. Indicate the formation of compound N from compound K. Predict the chemical reaction that occurs when compound L reacts with…
Oct-1-yne (HC≡CCH2CH2CH2CH2CH2CH3) reacts rapidty with NaH, forming a gas that bubbles out of the reaction mixture, as one product. Oct-1-yne also reacts rapidty with CH3MgBr, and a different gas is produced. Write balanced equations for both reactions and identify the gases formed.

Chapter 9 Solutions

Loose Leaf Student Solutions Manual Organic Chemistry

Knowledge Booster
Background pattern image
Similar 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