quiz 7 key - orgo

quiz 7 key - orgo - More than one synthetic step is...

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Chem 221 Quiz 7 KEY 1. Complete the following reactions: H H 2 O, H 2 SO 4 HgSO 4 H 1) BH 3 THF 2) H 2 O 2 , OH - Li, NH 3 a) b) c) H 2 equiv HBr d) O H O Br Br 2. An unknown alkyne is oxidatively cleaved as follows: Draw the structure of the unknown alkyne. (Count to be sure you have the right number of carbons!) 3. Name this molecule: 2,5-dimethyl-3-hexyne O OH + CO 2 UNKNOWN ALKYNE 1) O 3 2) Zn, acid
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4. Beginning with acetylene, propose a synthesis of butanal (shown below).
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Unformatted text preview: More than one synthetic step is requried. H H 1) NaNH 2 2) Br H 1) BH 3 THF 2) H 2 O 2 , OH-H O 5. Propose a synthesis for muscalure, the sex pheromone for the common housefly, starting with acetylene and bromoalkanes as sources of carbon atoms. (1) (9) (10) (23) muscalure H H 1) NaNH 2 2) H Br 1) NaNH 2 2) Br H 2 , PbCO 3 (Lindlar's catalyst) (1) (9) (10) (23) muscalure H O butanal...
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This note was uploaded on 04/29/2008 for the course CHEM 221 taught by Professor Fillinger during the Spring '08 term at Ithaca College.

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quiz 7 key - orgo - More than one synthetic step is...

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