Questions from Organic Chemistry


Q: There are many examples of carbocation rearrangements that cannot be classified as

There are many examples of carbocation rearrangements that cannot be classified as a methyl shift or hydride shift. For example, consider the following rearrangement that was employed in the synthesis...

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Q: Compound 1 undergoes a thermal elimination of nitrogen at 250°C

Compound 1 undergoes a thermal elimination of nitrogen at 250°C to form nitrile 4. One proposed (and subsequently refuted) mechanism for this transformation involves intermediates 2 and 3:...

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Q: In the presence of a Lewis acid, compound 1 rearranges,

In the presence of a Lewis acid, compound 1 rearranges, via intermediate 2, to afford compound 3. a. Draw curved arrows showing how 1 is transformed into 2. Note that the Lewis acid has been left out...

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Q: A total synthesis of the marine natural product aldingenin C in the

A total synthesis of the marine natural product aldingenin C in the laboratory resulted in a significant revision of its proposed structure. The synthesis involved the conversion of compound 1 to comp...

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Q: Draw a Fischer projection for each of the following compounds, placing

Draw a Fischer projection for each of the following compounds, placing the −CO2H group at the top:

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Q: In Chapter 9, we will see that an acetylide ion (

In Chapter 9, we will see that an acetylide ion (formed by treatment of acetylene with a strong base) can serve as a nucleophile in an SN2 reaction: This reaction provides a useful method for making...

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Q: There are only two stereoisomers of 1,4-dimethylcyclohexane.

There are only two stereoisomers of 1,4-dimethylcyclohexane. Draw them and explain why only two stereoisomers are observed.

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Q: There are four constitutional isomers with the molecular formula C3H9N. Draw

There are four constitutional isomers with the molecular formula C3H9N. Draw a Lewis structure for each isomer and determine the number of lone pairs on the nitrogen atom in each case.

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Q: How many stereoisomers do you expect for the following compound? Draw

How many stereoisomers do you expect for the following compound? Draw all of the stereoisomers.

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Q: For each of the following pairs of compounds, determine the relationship

For each of the following pairs of compounds, determine the relationship between the two compounds:

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