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When diethyl succinate (1) is treated with NaOEt in EtOH, the major product is diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate (2) after a mild acidic workup. Select the best detailed, step-wise, arrow-pushing mechanism for the formation of 2 from 1. 1.) NaOEt, E1OH EtO 2.) H,0 OEt EtO, EtO, (2 equiv) .. a.) : OEt O: OEt EtO EIO EtO EtO H. EtO. EtO. EtO, E1O. EtO. OEt EIO EtO EIO 2 EtO EtO, OEt t EIO, OEt OE! :0: O .. OEL b.) :O: 0: OEt E10 EIO E1O EtO EtO Et EtO, EtO. EtO EtO Ot EtO EtO EtO H. OEt EtO. LOET EIO. OEt EIO EtO :o: OE c.) O .. COEt O: OEt EtO EIO E1O EtO H. EIO EtO. EtO. EtO H. OEt :O: H. : :OE 1.

When diethyl succinate (1) is treated with NaOEt in EtOH, the major product is diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate (2) after a mild acidic workup. Select the best detailed, step-wise, arrow-pushing mechanism for the formation of 2 from 1. 1.) NaOEt, E1OH EtO 2.) H,0 OEt EtO, EtO, (2 equiv) .. a.) : OEt O: OEt EtO EIO EtO EtO H. EtO. EtO. EtO, E1O. EtO. OEt EIO EtO EIO 2 EtO EtO, OEt t EIO, OEt OE! :0: O .. OEL b.) :O: 0: OEt E10 EIO E1O EtO EtO Et EtO, EtO. EtO EtO Ot EtO EtO EtO H. OEt EtO. LOET EIO. OEt EIO EtO :o: OE c.) O .. COEt O: OEt EtO EIO E1O EtO H. EIO EtO. EtO. EtO H. OEt :O: H. : :OE 1.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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When diethyl succinate (1) is treated with NaOEt in EtOH, the major product is diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate (2) after a mild acidic workup. Select the best detailed, step-wise, arrow-pushing mechanism for the formation of 2 from 1. 1.) NaOEt, E1OH EtO 2.) H,O OEt EtO, EtO, (2 equiv) 1 O.. : OE a.) O: OEt EtO EIO EtO EtO H. EtO. EtO. E1O. EtO. OEt EIO EtO EtO 2 EtO EtO. OEt t EIO, LOEt OEt O :ö: O .. OEL b.) :O: 0: OEt E10 EIO E1O EtO EtO Et EtO, EtO EtO EtO Ot EtO EtO EtO H. OEt EtO. LOET EIO. OEt EtO :0: OEt O .. COEt c.) O: OEt 10 EIO EIO EtO EtO H EIO EtO EtO, EtO H. OEt :O: H. O: :OE
Transcribed Image Text:When diethyl succinate (1) is treated with NaOEt in EtOH, the major product is diethyl 2,5-dioxocyclohexane-1,4-dicarboxylate (2) after a mild acidic workup. Select the best detailed, step-wise, arrow-pushing mechanism for the formation of 2 from 1. 1.) NaOEt, E1OH EtO 2.) H,O OEt EtO, EtO, (2 equiv) 1 O.. : OE a.) O: OEt EtO EIO EtO EtO H. EtO. EtO. E1O. EtO. OEt EIO EtO EtO 2 EtO EtO. OEt t EIO, LOEt OEt O :ö: O .. OEL b.) :O: 0: OEt E10 EIO E1O EtO EtO Et EtO, EtO EtO EtO Ot EtO EtO EtO H. OEt EtO. LOET EIO. OEt EtO :0: OEt O .. COEt c.) O: OEt 10 EIO EIO EtO EtO H EIO EtO EtO, EtO H. OEt :O: H. O: :OE
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