The following is the predicted 1 H-NMR spectrum for an unknown compound with mol
ID: 1070314 • Letter: T
Question
The following is the predicted 1H-NMR spectrum for an unknown compound with molecular formula C6H14O. This compound is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas.
Choose from the constitutional isomers below to assign a structure to this spectrum.
Choose the letter corresponding to the correct structure from the drop-down list provided.)
Correct Structure: _____
Assign signal number 3 (indicated as a red number on the spectrum above) to the corresponding hydrogen(s) (shown as a red lower-case letter on the structure above). If relevant, consider the possibility of diastereotopic hydrogens with slightly different chemical shifts.
(Write the letter(s) of the hydrogen (or set of equivalent hydrogens) in the box provided. If the signal arises from more than one set of hydrogens on the structure above, write both letters in alphabetical order, e.g., ab)
Signal number 3 corresponds to hydrogen(s): ______
1H 2H Hint: this signal is a pair of overlapping 2H multiplets 1H PPM 3H 3HExplanation / Answer
A) is correct answer because NMR reveals
- molecule has 05 set of chemically different protons
- two chemically equivalent methyl groups 6Hs correspond to chemical shift ~ 0.9 ppm.
-2 CH2 groups (attached to CH3) at ~1.6 ppm corresponds to a pair of overlapping 2H multiplets.
- CH multiplet at ~ 1.7 ppm
- diastereomeric protons (chemically different) of CH2 near OH comes seperately at 3-4 ppm
- OH comes close to one diasteromeric proton as brod singlet.
Related Questions
Navigate
Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.