week 3 - 4 - Chemistry S-20ab Chemistry E-2a: Lecture 10...

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Nomenclature of Alkynes Draw skeletal structures for: acetylene dimethylacetylene 1-butyne 2-butyne propargyl chloride Reading : Section 14.1 Chemistry S-20ab Week 3 174
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Addition of HX to Alkynes Draw a complete curved-arrow mechanism for the following reaction: C C H 1 eq. HBr Br Predict the product and draw a complete curved-arrow mechanism for the following reaction: C C H 2 eq. HBr Reading : Section 14.4 Chemistry S-20ab Week 3 175
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Addition of Halogens (X 2 ) to Alkynes Draw a complete curved-arrow mechanism for the following reaction: C C H 1 eq. Br 2 Br Br Predict the product and draw a complete curved-arrow mechanism for the following reaction. Be sure to show the stereochemistry of the product! C C H 2 eq. Br 2 Reading : Section 14.4 Chemistry S-20ab Week 3 176
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Addition of Water to Alkynes: Enol Formation The following reaction produces an unstable intermediate known as an enol (alk ene + alcoh ol = enol) . Draw a complete curved-arrow mechanism for this reaction up to the formation of the enol. C C H Hg 2+ , H + , H 2 O OH enol (unstable) Reading : Section 14.5 Chemistry S-20ab Week 3 177
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Addition of Water to Alkynes: Enol Hydrolysis The enol is not the final product of the reaction of an alkyne with water. The enol reacts rapidly with the aqueous acid to form a carbonyl compound: in this case, a ketone . Provide a complete curved-arrow mechanism for the following reaction:
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This note was uploaded on 07/21/2010 for the course CHEM S20ab taught by Professor Mccarty during the Summer '10 term at Harvard.

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week 3 - 4 - Chemistry S-20ab Chemistry E-2a: Lecture 10...

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