Chemistry – Analytical techniques | e-Consult
Analytical techniques (1 questions)
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Proposed Structure: The compound is likely 2-methyl-2-pentanol (CH3CH(CH3)CH2CH2OH).
Reasoning:
- Triplet at 0.9 ppm (3H): This signal corresponds to the methyl group (CH3) attached to the tertiary carbon. Tertiary methyl groups are typically shielded and appear as triplets due to coupling with the adjacent CH2 group.
- Singlet at 1.5 ppm (3H): This signal corresponds to the methyl group (CH3) attached to the secondary carbon. Secondary methyl groups are shielded and appear as singlets because they are not coupled to any other protons.
- Quartet at 2.5 ppm (2H): This signal corresponds to the methylene group (CH2) adjacent to the hydroxyl group. The methylene protons are split into a quartet due to coupling with the adjacent methyl group (CH3).
- Triplet at 2.8 ppm (2H): This signal corresponds to the methylene group (CH2) adjacent to the methyl group. The methylene protons are split into a triplet due to coupling with the adjacent methyl group (CH3).
The presence of the hydroxyl group (-OH) is consistent with the molecular formula C4H10O. The combination of the observed chemical shifts and splitting patterns strongly supports the structure of 2-methyl-2-pentanol.