1. A portion of NMR spectrum of 4-tert-butylcyclohexanol isshown below, along with a peak list of chemical shifts,multiplicities, and numbers of protons (from integration). Note:the alcohol O-H proton is NOT observed in this NMR spectrum.

a) The spectrum is consistent with asingle isomer of 4-tert-butylcyclohexanol. Which one isit, cis or trans?

This spectrum is consistent with oneisomer, the cis-4-butylcyclohexanol isomer.

a. Copy into your lab report thepicture shown below the spectrum. Circle the structure of thecorrect isomer identified in (a).

http://www.chemicalbook.com/SpectrumEN_937-05-3_1HNMR.htm  imageis located on this url it wouldnt let me paste. Same image used forpart b,

b. Within the circled structure,circle the most important proton or protons thatinformed your answer to part (a).

c. What peak or peaks in the spectrumpeak list correspond to the circled proton or protons in part(c)?

e) In this molecule, whatconformational relationship between two coupled protons determinestheir coupling constant to each other (J values)?

f) For the selected peak(s) in (d),explain the multiplicity. Be as specific as possible by referringto the labeled protons in your circled structure and highlightingrelevant coupling constants.

1H NMR spectrum peak list, ppm (multiplicity, number ofprotons)

4.03 (pentet, 1 H)

1.84 (multiplet, 2 H)

1.69 (singlet, 1 H)

1.54 (multiplet, 2 H)

1.45 (multiplet, 2 H)

1.37 (multiplet, 2 H)

0.99 (multiplet, 1 H)

0.86 (singlet, 9H)