The order of decreasing chemicals shift in 1H NMR for the underlined h...
Order of Decreasing Chemical Shift in 1H NMR
The order of decreasing chemicals shift in 1H NMR for the underlined hydrogens is given as:
(I) H3C CH2 CH3
(II) H3C O CH2 CH3
(III) Cl2 CH O CH2 CH3
(IV) Cl CH2 O CH2 CH3
The chemical shift in 1H NMR depends on various factors like electronegativity, hybridization, and neighboring atoms. The underlined hydrogens in the given compounds have different neighboring atoms and hence show different chemical shifts.
The order of decreasing chemical shift can be determined by analyzing the factors affecting the chemical shift of each hydrogen atom.
Explanation of the Order of Decreasing Chemical Shift
- Cl CH2 O CH2 CH3 (IV) – The hydrogen atom underlined in this compound is adjacent to an oxygen atom and a chlorine atom. The electronegativity of both these atoms causes deshielding of the proton resulting in a high chemical shift.
- Cl2 CH O CH2 CH3 (III) – The hydrogen atom underlined in this compound is adjacent to a chlorine atom and a carbonyl group. The electronegativity of chlorine causes deshielding of the proton, but the carbonyl group causes shielding resulting in a lower chemical shift than compound IV.
- H3C O CH2 CH3 (II) – The hydrogen atom underlined in this compound is adjacent to an oxygen atom. The electronegativity of oxygen causes deshielding of the proton, but the shielding effect of the methyl group results in a lower chemical shift than compound III.
- H3C CH2 CH3 (I) – The hydrogen atom underlined in this compound is adjacent to only carbon atoms. There are no atoms causing deshielding resulting in the lowest chemical shift among the given compounds.
Hence, the order of decreasing chemical shift in 1H NMR for the underlined hydrogens is III, IV, II, I or option D.