ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 15, Problem 21P
Interpretation Introduction

Interpretation:

The structure of the principal organic product for each of the given reactions is to be written.

Concept introduction:

Grignard and organolithium reagents are nucleophilic reagents. They react with carbonyl groups and results in the formation of a new carbon-carbon bond follows by hydrolysis that ultimately converts the carbonyl group into the desired alcohol. The hydrolysis is generally took place by the addition of a dilute acid.

Acetylenic Grignard and organolithium reagents of the type RCCMgBr and RCCLi are prepared by an acid-base reaction and not from an acetylenic halide. These reagents abstract a proton from a terminal alkyne. They react with aldehydes and ketones in the usual way.

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Draw structures corresponding to each of the following names or Provide correct IUPAC names for each of the structures below. [3 ONLY] a. 1-isopropoxycyclopentene b. Diethyl ether C. 3-methyl-1-butanethiol d. OCH3 Cl
4. Choose the best reagent for carrying out the following reactions from the list below. Place the letter of the reagent(s) in the box over the reaction arrow. Use only one letter per box. OH 0 OH CH3 CH3 0 CH3 CH3 OH 賽 OCH3 H A. NaH, then CHI B. NaOCH 3, CH3OH C. m-CIC6H4CO3H D. E. warm H2SO4/H₂O F. G. H₂/Pd H. CH3MgBr in ether, then H3O+ Hg(O2CCF3)2, CH3OH PCC, CH2Cl2 I, Cl₂, H₂O J. LiAlH4 in ether, then H3O+ CH3
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Chapter 15 Solutions

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