Question

Deduce the structure of this ketone by its proton NMR, and assign the appropriate peaks.

The options for the unknown ketone are: 2-butanone, 4-pentanone, 4-methyl-2-pentanone, cyclopentanone, 2-heptanone, d-l, 3-methylcyclohexanone, 2-octanone, cycloheptanone, acetophenone, and butyrophenone.

Beside the photo, no additional information was given, including more specific multiplicity of peaks. However, I am almost certain that the correct structure is d-l, 3-methylcyclohexanone, I am just having trouble assigning the peaks.

Second Unknown Ketone THS cticiろ 80 75 70 6.5 6.0 5.5 5.0 4.5 40 1.0 3.5 3.0 2.5 1.5 0.0 2.0 0.5

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Answer #1

cise rm PP PP PP印印印印印窅 0 l, -inea ne h- the protens 22222: (F) 나! (A) 2.34 pprn B (D) H D-, 2.05 ppm E) Multi G→ 1.86 ppm Hーフ

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