Weakly basic and weakly acidic Protonated by strong acids to yield oxonium ions, ROH,*+ H +n2Q一=这x An alcohol An oxonium ion or ArOh+ HX 2 ArOH2Ⅹ 92004 Thomson/Brooks Cole
• Weakly basic and weakly acidic • Protonated by strong acids to yield oxonium ions, ROH2 +
8.4 Synthesis of Alchols .266 R R C=C 0 C. R R R OH Alke enes RR Carboxylic Ketones acids C. R OR R H Esters Aldehydes RX f ROR ROH Alkyl halides Ethers Alcohols D2004 ThomsonBrooks Cole
8.4 Synthesis of Alchols p.266
Preparation of Alcohols by Regiospecific Hydration of Alkenes HgC HC BH3 HoY THF OH H BH OH H CH r ylcyclohexano (84%) 1-Methylcyclohexene Hg(OAc) Nabh HoO OH H HoAC 1-Methylcyclohexanol (90% @2004 Thomson/Brooks Cole
Preparation of Alcohols by Regiospecific Hydration of Alkenes
8.5 Alcohols from Carbonyl Compounds alde enydes, carboxylic ac1 ids and esters give primar alcohols Ketones gives secondary ald coNsIs
8.5 Alcohols from Carbonyl Compounds • Aldehydes, carboxylic acids and esters give primary alcohols • Ketones gives secondary alcohols
Reduction reagent .266 397 NaBHa and lianhe O H 0 H20 OH R H(R H H R H(R) R H(R) LialH4 Nabh4 HO R OH(R) LiAlH4 一RCH2OH
Reduction Reagent: NaBH4 and LiAlH4 R H(R') O LiAlH4 NaBH4 R H(R') O - H R H(R') OH H H - H3O + R OH(R') O LiAlH4 RCH2OH H3O + p.266, 397