Propose a structure for a compound that displays the spectroscopic data that follow. The molecular ion in
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Propose a structure for a compound that displays the spectroscopic data that follow. The molecular ion in the mass spectrum appears at m/z = 116. IR v˜ = 1710 (s) and 3000 (s, broad) cm-1. 1H NMR: δ = 0.94 (t, J 5 7.0 Hz, 6 H), 1.59 (m, 4 H), 2.36 (quin, J 5 7.0 Hz, 1 H), and 12.04 (broad s, 1 H) ppm; 13C NMR: 11.7, 24.7, 48.7, and 183.0 ppm.
Transcribed Image Text:
RCOR' RCH,OH RCH RMgBr RC=N Oxidant (i.e., CrOs, KMNO4. Ag*, Cu", H;O:. HNO,, O,-Rh'+. Brz) CO2 Htor OH, H* or "OH, K-CrOr, H*, H;0 Other product: R'OH 8-5, 19-9, 17-14, 19-5, 19-6, 19-6, 20-8, 20-1, 20-4 8-6, 19-6 24-4, 24-9 19-6 26-2 R HO 20-1, 20-2 20-1, 20-6, 22-2 24-5 20-1, 20-3 26-6 26-5 Other product: CH Product: Products: ÇOOH HCOH + R'CH H* or -OH, H or OH, H* or OH, H:0, A KMNO.. OH, A HIO,, HO H2, Pd-C R' он RCI RČOČR RCN HC-C-R' RCOCH: R"
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Given m2 116 molecular ion The IR data corresponding to 1710s cm 1 suggests carb...View the full answer
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Related Book For
Organic Chemistry structure and function
ISBN: 978-1429204941
6th edition
Authors: K. Peter C. Vollhardt, Neil E. Schore
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