(a) An amine A has an EI mass spectrum with a base peak at mYz 5 72. An amine B has an

Chapter 23, Problem 23.67

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(a) An amine A has an EI mass spectrum with a base peak at mYz 5 72. An amine B has an EI mass spectrum with a base peak at mYz 5 58. One of the amines is 2-methyl-2-heptanamine, and the other is N-ethyl-4-methyl-2-pentanamine. Which is which? (Hint: A major fragmentation mechanism of amines in EI and CI mass spectra is a-cleavage; Eq. 12.29, p. 600.) (b) Tributylamine has a CI mass spectrum with a strong M 1 1 peak and one other major peak resulting from a-cleavage. At what mYz value does this peak occur?

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