The urushiols are the irritants in poison ivy and poison oak that give you rashes and make
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The urushiols are the irritants in poison ivy and poison oak that give you rashes and make you itch upon exposure. Use the following information to determine the structures of urushiols I (C21H36O2) and II (C21H34O2), the two major members of this family of unpleasant compounds.
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H, Pd-C, CH,CH,OH Urushiol II urushiol I Excess CHI, NAOH 1. O, CH.Clz 2. Zn, H.O Urushiol II C3H3302 Dimethylurushiol I CH,CH,CH,CH,CH,CH,CHO + Aldehyde A Synthesis of Aldehyde A OCH3 1. SO,, H,SO, 2. HNO,, H,SO, 1. H, Pd, CH,CH,OH 2. NaNO, H".H.O 3. Н.О, Д H', H,O, A C,H;NSO, → C,H;NO; в 1. CO., pressure, KHCO,, H.O 2. NAOH, CH,I 1. LIAIH., (CH;CH.).O 2. H", Н.о 3. MnO, acetone 3. H", H.O C;H;O, C,H1004 D E 1. CH.CH.O(CH:).CH=P(C,Hs); 2. Excess H,. Pd-C, CH,CH,OH 3. РСС, СН,CI, C,H1,O3 aldehyde A
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The structures of urushiols I and II can be determined from the given information as follows Molecul...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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