ne formation of compound NEW (CaH18). Ozonolysis of TAY followed by reductive workup using and dilute acid yields two compounds. These include acetone and compound NAE which is an cally active aldehyde. Propose structures for TAY, NEW, and NAE. H2 NEW Pt 1. O3 TAY 2. Zn, H* NAE

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...
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III. C
C. Compound TAY is an optically active hydrocarbon with the molecular formula CaH16. Upon
hydrogenation over a Platinum catalyst, TAY absorbs exactly one (1) mole of hydrogen gas resulting
in the formation of compound NEW (CsH18). Özonolysis of TAY followed by reductive workup using
Zn and dilute acid yields two compounds. These include acetone and compound NAE which is an
optically active aldehyde. Propose structures for TAY, NEW, and NAE.
H2
NEW
Pt
1. O3
TAY
2. Zn, H*
NAE
Transcribed Image Text:C. Compound TAY is an optically active hydrocarbon with the molecular formula CaH16. Upon hydrogenation over a Platinum catalyst, TAY absorbs exactly one (1) mole of hydrogen gas resulting in the formation of compound NEW (CsH18). Özonolysis of TAY followed by reductive workup using Zn and dilute acid yields two compounds. These include acetone and compound NAE which is an optically active aldehyde. Propose structures for TAY, NEW, and NAE. H2 NEW Pt 1. O3 TAY 2. Zn, H* NAE
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