223fall14-lecture-10

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Across
  1. 5. intermediate along the way from ester to primary alcohol
  2. 10. intermediate that breaks down to get elbow room back
  3. 11. can give a ketone
  4. 13. type of addition where RDS involves attack at carbonyl carbon
  5. 16. alcohol to carbonyl
  6. 17. the other functional group in 5-oxooctanal
  7. 18. conditions where epoxide ring is attacked at more substituted carbon
  8. 19. type of effect influenced by “pumps”
  9. 20. type of ring opening that eventually gives an alcohol with at least two more carbons.
  10. 22. results in vicinal diol
Down
  1. 1. aldehydes are more reactive than these
  2. 2. carbonyl to alkoxide ion
  3. 3. this happens to configuration of SN2 attack at chiral carbon
  4. 4. – gem-diol
  5. 6. can eventually give an alcohol
  6. 7. can eventually give an alcohol
  7. 8. type of effect influenced by angle strain
  8. 9. another name for 5-methylhexan-3-one
  9. 12. can give an aldehyde
  10. 14. results in oxidative cleavage
  11. 15. ether synthesis using alkoxide ion with alkyl halide
  12. 21. type of hydrogen that oxygen gets in a workup