1. Hydroxylation of €-2-pentene with osmium tetroxide yields a different product than thesame reaction using the Z configuration. Draw the structures of the alkenes and show thestereochemistry for each product. Explain any differences between them.2. Provide the structure of the hydrocarbon that absorbs four molar equivalents of molecularhydrogen on catalytic reduction over a palladium catalyst and yields only butanedial uponozonolysis using O; followed by treatment with Zn and ACOH.

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1. Hydroxylation of €-2-pentene with osmium tetroxide yields a different product than the same reaction using the Z configuration. Draw the structures of the alkenes and show the stereochemistry for each product. Explain any differences between them.

1. Hydroxylation of €-2-pentene with osmium tetroxide yields a different product than the same reaction using the Z configuration. Draw the structures of the alkenes and show the stereochemistry for each product. Explain any differences between them.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy

Section14.SE: Something Extra

Problem 50AP: -Ocimene is a pleasant-smelling hydrocarbon found in the leaves of certain herbs. It has the...

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Concept explainers

Reactions at the Alpha Carbon Atom

The position next to the ketone or aldehyde functional group is termed as alpha position and the reaction which occurs at alpha position is called alpha substitution reaction. In an alpha substitution reaction, the alpha proton atom is substituted by an electrophile by the formation of an enol intermediate or enolate ion intermediate. Most of the carbonyl compounds go through an alpha substitution reaction.

Question

1. Hydroxylation of €-2-pentene with osmium tetroxide yields a different product than the
same reaction using the Z configuration. Draw the structures of the alkenes and show the
stereochemistry for each product. Explain any differences between them.
2. Provide the structure of the hydrocarbon that absorbs four molar equivalents of molecular
hydrogen on catalytic reduction over a palladium catalyst and yields only butanedial upon
ozonolysis using O; followed by treatment with Zn and ACOH.

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