L07 Chem 261 Study Guide - Final Guide: Diketone, Reagent, Periodate
13 Dec 2016
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H-x (hcl, hbr, hi), can have non-polar/ non-nucleophilic solvent (like ccl4) X2 (cl2, br2, i2), nonpolar/non-nucleophilc solvent (ccl4), may need pyridine. Anti addition of x and x (end up trans) Single hooked arrows hbr, r-o-o-r (ie h2o2), . Most substituted radical, least substituted br mcpba (any peroxyacid), non-polar/non- nucleophilic solvent (ccl4) mcpba (any peroxyacid), h2o. Oso4, naoh (basic) (or) cold, dilute kmno4, naoh/h2o (conc, hot) kmno4, naoh/h2o (basic) High heat, slow process dihalide alkene, strong base. Full: dihalide alkene, nanh2/thf (or) terminal alkene, nanh2. Hg(so4), h2so4 (acidic: sia2bh, h2o2, naoh (basic) Warm, concentrated kmno4, h2o (basic: o3, h2o (acidic) Cleave triple bond, 3 bonds to o formed. Syn diol hydroxylation: hg(oac)2, h2o (acidic, nabh4, bh3, thf, h2o2, naoh/h2o. Sn2 like, sterics important: r-mgbr (grignard) or r-li (organoli) in excess, h+/h2o workup, r-mgbr or r-li, et2o (basic, h+/h2o workup. Look at starting c=o to figure out 1 /2 /3 alcohol product: nabh4 (ketones, aldehydes) or lialh4 (all c=o compounds, h+/h2o workup.
