CHAPTER 15 ALCOHOLS DIOLS, AND THIOLS SOLUTIONS TO TEXT PROBLEMS 15.1 The two primary alcohols, 1-butanol and 2-methyl-1-propanol, can be prepared by hydrogenation of the corresponding aldehydes CHCHCH CH CH, CHCHCHO l-Butanol (CH3)2CHCH (CH3)2CHCH2OH The secondary alcohol 2-butanol arises by hydrogenation of a ketone CH3CCH, CH3 CH3 CHCH, CH3 Tertiary alcohols such as 2-methyl-2-propanol,(CH3)3COH, cannot be prepared by hydrogenation 15.2 (b) A deuterium atom is transferred from NaB D4 to the carbonyl group of acetone D-BD D 3(CH3)2C=0 →CH3C一OBD3 ICH CO H3 364 Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE WebsiteCHAPTER 15 ALCOHOLS, DIOLS, AND THIOLS SOLUTIONS TO TEXT PROBLEMS 15.1 The two primary alcohols, 1-butanol and 2-methyl-1-propanol, can be prepared by hydrogenation of the corresponding aldehydes. The secondary alcohol 2-butanol arises by hydrogenation of a ketone. Tertiary alcohols such as 2-methyl-2-propanol, (CH3)3COH, cannot be prepared by hydrogenation of a carbonyl compound. 15.2 (b) A deuterium atom is transferred from NaBD4 to the carbonyl group of acetone. 3(CH3)2C O CH3C CH3 O D BD3 CH3CO CH3 D B 4 CH3C CH3 D OBD3 H2, Ni 2-Butanone CH3CCH2CH3 O 2-Butanol CH3CHCH2CH3 OH H2, Ni (CH3)2CHCH2OH 2-Methylpropanal 2-Methyl-1-propanol (CH3)2CHCH O H2, Ni CH3CH2CH2CH2OH Butanal 1-Butanol CH3CH2CH2CH O 364 Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website