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. stered 1H 2H e CH3 c CH3CH₂CHCHCH3 abd OH f A Choose from the constitutional isomers below to assign a structure to this spectrum. 3H Hint: this signal is a pair of overlapping 2H multiplets 31 1 3H 5 Submit Answer 1H PPM B b CH₂CH3 a CH3CH₂CHCH₂OH a b c d e f CH3 CH3CH₂CH₂CHCH₂OH abcdeg (Choose the letter corresponding to the correct structure from the drop-down list provided.) Correct Structure: A C Assign signal number 5 (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 5 corresponds to hydrogen(s): Retry Entire Group 9 more group attempts remaining Previous Next

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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.
astered
1H
3
4
2H
CH3
cl
CH3CH₂CHCHCH3
a bl d
OH f
A
Submit Answer
Choose from the constitutional isomers below to assign a structure to this spectrum.
Hint: this signal is a
pair of overlapping
2H multiplets
1H
PPM
B
b
CH₂CH3
Retry Entire Group
5
a
CH3CH₂CHCH₂OH
a b c d e
3H
1
3H
f
CH3
CH3CH₂CH₂CHCH₂OH
a b c d eg
(Choose the letter corresponding to the correct structure from the drop-down list provided.)
Correct Structure: A
C
Assign signal number 5 (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.
9 more group attempts remaining
(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 5 corresponds to hydrogen(s):
Previous
Next
Transcribed Image Text:14 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. astered 1H 3 4 2H CH3 cl CH3CH₂CHCHCH3 a bl d OH f A Submit Answer Choose from the constitutional isomers below to assign a structure to this spectrum. Hint: this signal is a pair of overlapping 2H multiplets 1H PPM B b CH₂CH3 Retry Entire Group 5 a CH3CH₂CHCH₂OH a b c d e 3H 1 3H f CH3 CH3CH₂CH₂CHCH₂OH a b c d eg (Choose the letter corresponding to the correct structure from the drop-down list provided.) Correct Structure: A C Assign signal number 5 (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. 9 more group attempts remaining (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 5 corresponds to hydrogen(s): Previous Next
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