Concept explainers
Interpretation:
Given an optically active alcohol, A has the molecular formula C11H16O. It does not adsorb any hydrogen during catalytic reduction in the presence of Pd. It gets dehydrated when treated with dilute sulphuric acid to yield an optically inactive
Concept introduction:
The degree of unsaturation in a compound can be calculated by considering the molecular formula of the compound and its parent hydrocarbon. Any compound with a chiral centre will be optically active. Alcohols undergo dehydration when warmed with dilute sulphuric acid. During ozonolysis the double bond is cleaved to yield carbonyl compounds. If the doubly bonded carbon is disubstituted then
To calculate:
The number of degrees of unsaturation in compound A.
To identify:
The structures of compounds A, B and C.
To write:
The reactions given.
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Chapter 8 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
- McLafferty Rearrangement: Label alpha (), beta (), and gamma () on the molecule. Draw mechanismarrows to describe the process of the rearrangement. What functional group is lost during the rearrangement? What new functional group is made from the ketone/aldehyde you started with? What stabilizing chemical theory causes (allows) rearrangement to happen?arrow_forwardDon't used hand raiting and don't used Ai solutionarrow_forwardDon't used hand raitingarrow_forward
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