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 DDHmeso only1) D, Pd Caco, Phco,, quinaline EOH21 Na. NH, (lia), EICHI) NANH, NH, THE21 D, Pd-C, PESO, quinoline1) Na, NH, (ligl, t-BuOH21 H3, Pd-C, PECO, quinoline ELOHD,, Pd Caco, Phco, quinoline EtOH21 H,, Pd Caco, EIOH

1 . Lindlar catalyst - heterogeneous catalyst comprising of Pd deposited on Calcium carbonate or…

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

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 45E

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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

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