1) (CH,CULI 2) CH) NaOH, HNMR 358 (s H) 124 (quintet, 1H) 2.1 (quintet, 1H) 20( 3H) 17 (sestet 12 (d, 3H) 1.1 (a, 3H) 0.9 (d, 3H) compound 2 HNMR 523 (quintet, 2H) 20 (s, ) 18 (sextet, 1H) 1.0 (d. GH) 0.9 (d, 3H) C NMR 8205, 57, 31, 28 18, 13 As shown above, treatment of the starting reactant first with lithium dimechylcopper ((CH32CULI) followed immediately by CHal affordec aqueous NAOH afforded compound Z (C1OH160) (its NMR data is also shown) by an intramolecular aldol condensation. What is the structure of the final product compound Z (C10H160)? Choose from the structures shown below.

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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1(CH,CuL
2) CH
NaOH,
HO
H NMR 358 (s. TH)
2.4 (quintet, 1H)
2.1 (quntet, 1H)
20(s 3H)
17 (sextet 1H
12 (d,3H)
1.1(d.3H)
compound 2
H NMR 5 2.3 (quintet, 2H)
20 (s, 611)
18 (sexlel 1H)
1.0 (d. 6H)
0.9 (d. 3H)
CHE P) 60
"C NMR 8 205, 57, 31, 28.
18, 13
As shown above, treatment of the starting reactant first with lithium dimethylcopper [(CHa)2CuLi) followed immediately by CH31 afforded a symmetrical, acyclic 1.5-diketone wich malecular formula CoH80, (its NMR data is shown). Treatment of this intermediate compound with
aqueous NaOH afforded compound Z (C10H160) (its NMR data is also shown) by an intramolecular aldol condensation.
What is the structure of the final product compound Z (C1oH160)? Choose from the structures shown below.
O A
O B
O D
O E
Transcribed Image Text:1(CH,CuL 2) CH NaOH, HO H NMR 358 (s. TH) 2.4 (quintet, 1H) 2.1 (quntet, 1H) 20(s 3H) 17 (sextet 1H 12 (d,3H) 1.1(d.3H) compound 2 H NMR 5 2.3 (quintet, 2H) 20 (s, 611) 18 (sexlel 1H) 1.0 (d. 6H) 0.9 (d. 3H) CHE P) 60 "C NMR 8 205, 57, 31, 28. 18, 13 As shown above, treatment of the starting reactant first with lithium dimethylcopper [(CHa)2CuLi) followed immediately by CH31 afforded a symmetrical, acyclic 1.5-diketone wich malecular formula CoH80, (its NMR data is shown). Treatment of this intermediate compound with aqueous NaOH afforded compound Z (C10H160) (its NMR data is also shown) by an intramolecular aldol condensation. What is the structure of the final product compound Z (C1oH160)? Choose from the structures shown below. O A O B O D O E
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