Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
Book Icon
Chapter 7, Problem 56P

(a)

Interpretation Introduction

Interpretation:

The way by which given compound is synthesized from ethyne should be given.

Concept Introduction:

Lindlar catalyst: The catalyst is used for the hydrogenation of alkynes in a syn manner.  This means both hydrogen are added on the same side across the triple bond and the product obtained will be a cis product.

Sodium in liquid ammonia: The catalyst is used for the formation of trans alkenes from alkynes.  Because of its more reactivity towards triple bonds, the reaction will stop at the formation of alkenes.

Pd/C: Hydrogenation can done using this catalyst and converts alkenes to alkanes.  The addition will be a syn addition.

Erythro isomer: In a Fischer Projection formula, if identical substituents are on the same side, then the isomer can be called as erythro.

Threo isomer: In a Fischer projection formula, if identical substituents are on the different side, then the isomer can be called as threo.

Meso compound: It is a symmetric compound which has the plane of symmetry.  If there are two chirality centres and same set of four groups are attached on each chirality centre, then it can be called as meso compound.

(b)

Interpretation Introduction

Interpretation:

The way by which given compound is synthesized from ethyne should be given.

Concept Introduction:

Lindlar catalyst: The catalyst is used for the hydrogenation of alkynes in a syn manner.  This means both hydrogen are added on the same side across the triple bond and the product obtained will be a cis product.

Sodium in liquid ammonia: The catalyst is used for the formation of trans alkenes from alkynes.  Because of its more reactivity towards triple bonds, the reaction will stop at the formation of alkenes.

Pd/C: Hydrogenation can done using this catalyst and converts alkenes to alkanes.  The addition will be a syn addition.

Erythro isomer: In a Fischer Projection formula, if identical substituents are on the same side, then the isomer can be called as erythro.

Threo isomer: In a Fischer Projection formula, if identical substituents are on the different side, then the isomer can be called as threo.

Meso compound: It is a symmetric compound which has the plane of symmetry.  If there are two chirality centres and same set of four groups are attached on each chirality centre, then it can be called as meso compound.

Blurred answer
Students have asked these similar questions
What is the IUPAC name of the compound below? Br Select one. a. (Z)-4 bromo-S yclopropyl-3 hexenoyl bromide b. (E)-4 bromo-5-cyclopropyl-3-hexenoyl bromide P(Z)3 bromo-2-cyclopropyl3 hexenoyl bromide 9d. (E)3 bromo-2-cyclopropyl 3-hexenoyl bromide
What is the IUPAC name of the compound below? Br Select one: a. (Z)-4-bromo-5-cyclopropyl-3-hexenoyl bromide b. (E)-4-bromo-5-cyclopropyl-3-hexenoyl bromide C (Z)-3-bromo-2-cyclopropyl-3-hexenoyl bromide d. (E)-3-bromo-2-cyclopropyl-3-hexenoyl bromide.
Provide the reagents necessary for the following conversion. Br A B с D 1. NaBH4/CH3OH 2. CH3CH₂MgBr CH3CH₂MgBr/ether 1. H3O+ 2. CH3CH₂MgBr/ ether 1. CH3CH₂MgBr/ ether 2. H3O+,A

Chapter 7 Solutions

Organic Chemistry

Ch. 7.6 - Prob. 12PCh. 7.6 - Prob. 13PCh. 7.7 - Prob. 14PCh. 7.7 - Which alkyne should be used for the synthesis of...Ch. 7.7 - Prob. 16PCh. 7.8 - Prob. 17PCh. 7.8 - Only one alkyne forms an aldehyde when it...Ch. 7.9 - Describe the alkyne you should start with and the...Ch. 7.9 - Prob. 20PCh. 7.10 - Prob. 21PCh. 7.10 - Prob. 22PCh. 7.10 - Rank the following from strongest base to weakest...Ch. 7.12 - Prob. 26PCh. 7 - What is the major product obtained from the...Ch. 7 - Draw a condensed structure for each of the...Ch. 7 - A student was given the structural formula of...Ch. 7 - Prob. 30PCh. 7 - What is each compounds systematic name?Ch. 7 - What reagents should be used to carry out the...Ch. 7 - Prob. 33PCh. 7 - Prob. 34PCh. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - What is the major product of the reaction of 1 mol...Ch. 7 - What is each compounds systematic name? a....Ch. 7 - What is the molecular formula of a hydrocarbon...Ch. 7 - Answer Problem 39, parts a-b, using 2-butyne as...Ch. 7 - Prob. 41PCh. 7 - a. Starting with 3-methyl 1-butyne, how can you...Ch. 7 - Prob. 43PCh. 7 - Which of the following pairs are keto-enol...Ch. 7 - Prob. 45PCh. 7 - Do the equilibria of the following acid-base...Ch. 7 - What stereoisomers are obtained when 2-butyne...Ch. 7 - Draw the keto tautomer for each of the following:Ch. 7 - Show how each of the following compounds can be...Ch. 7 - A chemist is planning to synthesize 3-octyne by...Ch. 7 - Prob. 51PCh. 7 - What stereoisomers are obtained from the following...Ch. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Prob. 55PCh. 7 - Prob. 56PCh. 7 - Prob. 57P
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