Problem Set #22 More Alkynes and Synthesis

Problem Set #22 More Alkynes and Synthesis - 1 2 3 4 5 6 7...

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Organic Chemistry I Problem Set 22 Alkynes I. Show the steps you might use in carrying out these conversions: Use any other reagents, but make sure to use the carbon’s in the original compound in the product. 1. 2-propanol to cis -2-butene 2. 1-butene to 2-butyne 3. 2-chlorobutane to trans -1,2-dimethylcyclopropane 4. 2-butanol to butanone 5. cyclohexanol to adipic acid
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II. Write structural products for the reactions below. If no reaction write N.R.
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Unformatted text preview: 1. 2. 3. 4. 5. 6. 7. 8. 9. 10. CH 3 C C CH 3 + NaNH 2 + NaNH 2 CH C CH 3 CH 3 C C CH 3 H 2 / Ni 2 B + NaNH 2 CH C CH 3 CH 3 CH 2 CH 2 Br C CH NaNH 2 CH 3 Br H 2 excess Pt CH 2 CH CH 3 Br 2 2mol NaNH 2 heat H 2 excess Pt cis-1,3-pentadiene CH 3 CH CH 2 CH 3 OH H 2 SO 4 heat CH 3 CH CH 2 CH 3 Br NaOEt heat CH 3 CH CH 2 CH 3 Br K O-t-Bu heat...
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