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Grignard reagent and synthesis of compounds

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3. A novice chemist wishes to prepare 1-methyl-1,4-cyclohexanediol from the compound shown below (see attached). He wishes to use an appropriate Grignard reagent in the synthesis. Was the chemist successful? Explain why or why not.

4. Synthesize the following compounds using the indicated starting materials.

a) Show TWO ways to prepare 3-methyl-3-hexanol using a Grignard reagent and a carbonyl (C=O) compound.

b) See attached

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Solution Summary

The use of Grignard reagent in a synthesis is demonstrated in the following solution. Expert also synthesizes a variety of compounds, and shows two methods of preparing 3-methyl-3-hexanol using a Grignard reagent and a carbonyl compound.

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Grignard reagents react violently (and unproductively) with protic hydrogens, and your drawn compound has an -OH group attached which will react in this manner.

For your second question,

4.

A.
You need to be able to draw this compound.

If you look at all the R groups coming off of the carbon that has the ...

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