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Ch. 23: Carbonyl Condensation - Aldol, Dieckmann, and Robinson Reactions - Prof. Janice H., Quizzes of Organic Chemistry

Chemeketa Community CollegeOrganic Chemistry
Prof. Janice H. Cammack

Various carbonyl condensation reactions including aldol self-condensation, dieckmann condensation, and robinson annulation. It includes step-by-step mechanisms, preparation of compounds using aldol condensation and robinson annulation, and structures of possible products.

Typology: Quizzes

Pre 2010

Uploaded on 08/18/2009

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CH243 Name________________________
Chapter 23 Carbonyl Condensation Reactions
Due May 5, 2009
1. Show the step by step mechanism of the aldol self-condensation reaction of cyclopentanone.
2. Prepare using an aldol condensation:
O
3. Give the structures of all the possible Dieckmann condensation products from the following reaction.
O
O
O
O
pf2

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Download Ch. 23: Carbonyl Condensation - Aldol, Dieckmann, and Robinson Reactions - Prof. Janice H. and more Quizzes Organic Chemistry in PDF only on Docsity!

CH243 Name________________________ Chapter 23 Carbonyl Condensation Reactions Due May 5, 2009

  1. Show the step by step mechanism of the aldol self-condensation reaction of cyclopentanone.
  2. Prepare using an aldol condensation: O
  3. Give the structures of all the possible Dieckmann condensation products from the following reaction.

O

O

O

O

  1. Complete the following series, showing the intermediates formed:

O

O

O

O

NaOCH 2 CH 3 1) NaOCH 2 CH 3

  1. CH 2 =CHCCH 3 O

H 3 O+, heat

  1. How might the following compound be prepared using a Robinson? Show each step.

O

CH 3

D D

  1. The Stork enamine reaction and the intramolecular aldol reaction can be carried out in sequence to allow the synthesis of cyclohexenones. Write each step in the following reaction and show the mechanism of each.

O

N

  1. H 2 C=CHCOCH 3

  2. H 3 O+

  3. NaOH, H 2 O