ORGANIC CHEMISTRY-PRINT COMPANION (LL)
ORGANIC CHEMISTRY-PRINT COMPANION (LL)
3rd Edition
ISBN: 9781119444251
Author: Klein
Publisher: WILEY
Question
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Chapter 9, Problem 41PP

(a)

Interpretation Introduction

Interpretation:

The synthetic route for the preparation of given transformation should be determined.

Concept Introduction:

Hydrogenation reaction: The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds is hydrogenated, it becomes more saturated.

Linder’s catalyst: The alkyne reduced to alkenes to give the cis (Z) alkene.

Soda amide: The NaNH2/NH3 is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The synthetic route for the preparation of given transformation should be determined.

Concept Introduction:

Soda amide: The NaNH2/NH3 is a strong base and excellent nucleophile. Its used deprotonated of weak acids and also for elimination reaction.

Anti- Markovnikov addition: These rules describe the regiochemistry where the substituent is bonded to a less substituted carbon, rather than the more substituted carbon. This placed is quite unusual as carbon cations which are commonly formed during alkene or alkyne reactions tend to favor the more substituted carbon.

(c)

Interpretation Introduction

Interpretation:

The synthetic route for the preparation of given transformation should be determined.

Concept Introduction:

Markovnikov addition: The addition reaction of parotic acids to a different alkene or alkyne, the hydrogen atom of H-X becomes bonded to the carbon atom that the greatest number of hydrogen atoms in the starting alkene or alkyne.

Soda amide: The NaNH2/NH3 is a strong base and excellent nucleophile. Its used deprotonated of weak acids and also for elimination reaction.

(d)

Interpretation Introduction

Interpretation:

The synthetic route for the preparation of given transformation should be determined.

Concept Introduction:

Soda amide: The NaNH2/NH3 is a strong base and excellent nucleophile. Its used deprotonated of weak acids and also for elimination reaction.

Metal and ammonia reaction: The alkyne involves sodium (Na)/NH3. This end up reducing to alkyne to give the trans (E) alkene.

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Hello! I have a 500 Hz H-NMR for 1,5-bis-(4-methoxyphenyl)-penta-1,4-dien-3-one. I need to label the signals with the corresponding H's. Then, find out if the two alkenes are cis or trans by calculating the J values.  I believe that I have the H-NMR labeled correctly, but not sure if I got the J values correct to determine if the two alkenes in the compound will make the compound cis or trans.
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ORGANIC CHEMISTRY-PRINT COMPANION (LL)

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