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Unformatted text preview: Problem Set-1 Alcohols and Thiols Chapter 9, Page 1 Chem 30B-Winter 2003 TA: Chris Mortko, [email protected] Discussion Sections Wednesdays: 8-9am (MS 3915H), 9-10am (Boelter 5273) Office Hour Wednesday 10-11am (Young 1379) Give the product(s) for each of the following reactions R R 1. BH3 THF 2. H2O2, NaOH HO R= 1. Hg(OAc)2, H2O, THF 2. NaBH4, NaOH HO HO H HO H R OH H3O+ OH Show how 1-hexanol can be converted into the following compounds. a. b. Br O PBr3 or HBr 1. NaH 2. MeI + + " OH " c. CN O HCN + " " d. O CH3CO2H, H+ + " " Draw the following compound. Identify if the alcohols are primary, secondary or tertiary. 5-bromo-1-pentanol (S)-3-methyl-3-hexanol 2-ethyl-5-methylcyclohexanol HO Br HO Me OH Problem Set-1 Alcohols and Thiols Chapter 9, Page 2
Precdict the products for the following reactions of alcohols. + OH HCl Cl Cl OH + H2SO4 Br OH + HBr OH + SOCl2 Cl OH PCC OH CHO OH H2CrO4 CO2H OH PCC O OH H2CrO4 O OH + CH3Br NaH OCH3 ...
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- Ether, NaOH HO HO