assignment4 - CHM 3120 Assignment 4 1. Give the product...

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CHM 3120 Assignment 4 1. Give the product formed from the reaction with one equivalent of NaOEt with the starting materials shown, followed by neutralization with acid. a) Ethyl phenylacetate b) Ethyl butyrate c) EtO 2 C CO 2 Et d) O and EtO OEt O e) Ph O and Ph OEt O f) CO 2 Et CO 2 Et O g) EtO 2 C CO 2 Et (2 products possible) Hint: 2 products possible, consider ring strain in your answer 2. Give the products of the following sequences a) b) Et OEt OO c) OMe NaOEt AB Br C NaOH D H 3 O + E Ph OEt NaOEt Ph Br C (CH 3 ) 3 COK D Br E NaOH F H 3 O + G NaOEt [ C ] (CH 3 ) 3 COK D Br Br E NaOH F H 3 O + G d) EtO OEt NaOEt ABC A E CH 2 I 2 NaOH D H 3 O + F e) OEt O NaOEt E D H 3 O + F N I (CH 3 ) 3 COK I NaOH G f) EtO 2 CC O 2 Et NaOEt C H 3 O + D I NaOH E g) EtO 2 C N CO 2 Et NaOEt C H 3 O + D I NaOH E
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3. Give the products of the following sequences. a) b) c) EtO OEt OO PhCHO NH A NaOH B HCl C D Ο ΟΟ Ο NH CHO A NaOEt B HCl C D EtO NO 2 O NH A NaOEt B HCl C D O 4. Give the products of the following sequences.
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This note was uploaded on 12/11/2009 for the course CHM Chm3120 taught by Professor Olgilvie during the Spring '09 term at University of Ottawa.

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assignment4 - CHM 3120 Assignment 4 1. Give the product...

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