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Chapter 12: Q51E (page 354)


Draw the structure of an alkene that yields only acetone, (CH3)2C=O, on ozonolysis followed by treatment with Zn.

Short Answer

Expert verified

The organic chemical reaction in which ozone molecule is used to cleave the unsaturated bonds of alkynes, alkenes, and azo compounds is referred to as ozonolysis.

Step by step solution

01

Ozonolysis

The organic chemical reaction in which ozone molecule is used to cleave the unsaturated bonds of alkynes, alkenes, and azo compounds is referred to as ozonolysis.

02

Structure of alkene

The structure of the alkene that yields acetone is 2,3-dimethyl-2-butene acetone. This undergoes ozonolysis in the presence of Zn and cleaves the unsaturated bonds of alkene.

The reaction is as follows:

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Most popular questions from this chapter

Question: Where might the following compounds have IR absorptions?

How might you use IR spectroscopy to distinguish between the followingpairs of isomers?

(a) CH3 CH2 OH and CH3 OCH3

(b) Cyclohexane and 1 - hexene

(c) CH3 CH2 CO2 H and HOCH2 CH2 CHO

Question: Write molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.00783 (H1), 12.00000 (C12), 14.00307 (N14), 15.99491 (O16).

a)M+=98.0844b)M+=123.0320

At what approximate positions might the following compounds showIR absorptions?

4-Methyl-2-pentanone and 3-methylpentanal are isomers. Explain how

you could tell them apart, both by mass spectrometry and by infrared

spectroscopy.
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