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draw a structure of four carbon alcohol that exhibits a molecular ion at m = 74 and that produces fragments at m = 59, m = 56 and m = 45.

User Addeladde
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Final answer:

The structure of a four-carbon alcohol with a molecular ion at m/z = 74 that also fragments at m/z = 59, 56, and 45 is butan-2-ol. The fragments are formed due to the loss of specific groups and the cleavage of C-C bonds. This molecule has tetrahedral geometry at each carbon atom.

Step-by-step explanation:

The structure of a four-carbon alcohol that exhibits a molecular ion at m/z = 74 and produces fragments at m/z = 59, m/z = 56, and m/z = 45 is butan-2-ol. The presence of these fragments suggests that the molecular structure has a central alcohol functional group.

The molecule can fragment in a mass spectrometer to yield these masses in several ways. The loss of a methyl group (CH3) can lead to a fragment at m/z = 59, which corresponds to the C3H7O+ ion. Loss of water (m/z = 18) from the molecular ion can result in a fragment at m/z = 56 (C4H8+). Finally, cleavage of the C-C bond next to the oxygen could yield a propyl cation (C3H7+) at m/z = 45.

The molecular geometry of butan-2-ol involves tetrahedral geometry at each carbon atom due to the four single bonds they form. The hydroxyl group adds polarity to the molecule, which influences the boiling and melting points.

User Bim
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