Following are spectroscopic and analytical characteristics for an unknown compound. Propose a structure. Empirical formula: C 8

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Following are spectroscopic and analytical characteristics for an unknown compound. Propose a structure. Empirical formula: C8H16O. 1H NMR: δ = 0.90 (t, 3 H), 1.0 – 1.6 (m, 8 H), 2.05 (s, 3 H), and 2.25 (t, 2 H) ppm. IR: 1715 cm-1 . UV: λmax(ϵ) 5 280(15) nm. MS: m/z 5 128 (M+• ); intensity of (M + 1)+ peak is 9% of M+• peak; important fragments are at m/z = 113 (M - 15)+ m/z = 85 (M - 43)+, m/z = 71 (M - 57)+, m/z = 58 (M - 70)+ (the second largest peak), and m/z = 43 (M - 85)+ (the base peak).

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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