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