Question

Question: Which compounds give a \({}^{\bf{1}}{\bf{H}}\) NMR spectrum with two signals in a ratio of 2:3?

a.

b.

c.

d.

Short answer

a. Gives a\({}^{\rm{1}}{\rm{H}}\)NMR spectrum with two signals in a ratio of 2:3.

b. Does not give a \({}^{\rm{1}}{\rm{H}}\) NMR spectrum with two signals in a ratio of 2:3.

c. Gives a\({}^{\rm{1}}{\rm{H}}\) NMR spectrum with two signals in a ratio of 2:3.

d. Gives a \({}^{\rm{1}}{\rm{H}}\) NMR spectrum with two signals in a ratio of 2:3.

Step-by-step solution

NMR Spectroscopy

Nuclear magnetic resonance spectroscopy uses the magnetic properties of certain nuclei, particularly the proton \({}^{\rm{1}}{\rm{H}}\)and \({}^{{\rm{13}}\,}{\rm{C}}\).

Recording the differences in the magnetic properties of such nuclei present in a molecular species under different environments gives information about the number of each type of such nuclei present, their position within the molecules, etc.

Integration ratio

An integration ratio of 2:3 indicates that two types of hydrogens are present in the compound, and the ratio of one type to another is 2:3.

To find which compounds give an\({}^{\rm{1}}{\rm{H}}\) NMR spectrum with two signals in a ratio of 2:3

\({\rm{C}}{{\rm{H}}_{\rm{3}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{Cl}}\):

2 types of hydrogen atoms are present, and the ratio is 3:2. So it gives a \({}^{\rm{1}}{\rm{H}}\) NMR spectrum with two signals in a ratio of 2:3.

\({\rm{C}}{{\rm{H}}_{\rm{3}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{3}}}\)

2 types of hydrogen atoms are present, and the ratio is 6:2 or 3:1. So it does not give a\({}^{\rm{1}}{\rm{H}}\)NMR spectrum with two signals in a ratio of 2:3.

\({\rm{C}}{{\rm{H}}_{\rm{3}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{OC}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{3}}}\)

2 types of hydrogen atoms are present, and the ratio is 6:4 or 3:2. So it gives a\({}^{\rm{1}}{\rm{H}}\)NMR spectrum with two signals in a ratio of 2:3.

\({\rm{C}}{{\rm{H}}_{\rm{3}}}{\rm{OC}}{{\rm{H}}_{\rm{2}}}{\rm{C}}{{\rm{H}}_{\rm{2}}}{\rm{OC}}{{\rm{H}}_{\rm{3}}}\)

2 types of hydrogen atoms are present, and the ratio is 6:4 or 3:2. So it gives a \({}^{\rm{1}}{\rm{H}}\) NMR spectrum with two signals in a ratio of 2:3.