Homework Help is Here – Start Your Trial Now!
Science
Chemistry
H D DH meso only 1| D, Pa Caco, Phco,, quinoline ROH 21 Na. NH, lkal, OH 1| NANH, NH, THE 21 D,. PdC. PESO, quholine 1) Na NH, kal, BuOH 21 Hạ, Pd C. PECO, qunoline EIOH D, d Caco, Phco,, quinoline ROH 21 H, d CacO, EIOH

H D DH meso only 1| D, Pa Caco, Phco,, quinoline ROH 21 Na. NH, lkal, OH 1| NANH, NH, THE 21 D,. PdC. PESO, quholine 1) Na NH, kal, BuOH 21 Hạ, Pd C. PECO, qunoline EIOH D, d Caco, Phco,, quinoline ROH 21 H, d CacO, EIOH

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
See similar textbooks
icon
Related questions
Question

This is a question from an o-chem study guide.  Can you help me understand why some reactions only give the meso product as well as help me understand how this reaction works?

Which of the follawing reaction sequences will give the meso product? H D DH meso only 1) D, Pd Caco, Phco,, quinaline EOH 21 Na. NH, (lia), EICH I) NANH, NH, THE 21 D, Pd-C, PESO, quinoline 1) Na, NH, (ligl, t-BuOH 21 H3, Pd-C, PECO, quinoline ELOH D,, Pd Caco, Phco, quinoline EtOH 21 H,, Pd Caco, EIOH
Transcribed Image Text:Which of the follawing reaction sequences will give the meso product? H D DH meso only 1) D, Pd Caco, Phco,, quinaline EOH 21 Na. NH, (lia), EICH I) NANH, NH, THE 21 D, Pd-C, PESO, quinoline 1) Na, NH, (ligl, t-BuOH 21 H3, Pd-C, PECO, quinoline ELOH D,, Pd Caco, Phco, quinoline EtOH 21 H,, Pd Caco, EIOH
Expert Solution
Step 1

1 . Lindlar catalyst - heterogeneous catalyst comprising of Pd deposited on Calcium carbonate or barium sulfate , poisoned with various form of lead or sulfur and quinoline . It is used in hydrogenation of alkynes to alkenes . It always gives cis alkene .

2. Na/NH 3 - This catalyst reduces the alkyne into trans alkene .

3. H 2 /Pd-C  - reduce alkene / alkyne to alkane .

Meso compound - these are non optically active compounds despite of having chiral centers because their mirror images are superimposable .

steps

Step by step

Solved in 3 steps with 1 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Knowledge Booster
Protection of Groups in Organic Synthesis
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS