Organic Compounds with Oxygen and Sulfur Learning Exercise 12.2A Select the compound in each pair that is the more soluble in water. 1. CH CH, or CH, CH-OH 2. CH2=CH-CH2-OH or CH-CH2-CH, CH.-CH2-OH 3. CH;CH CH2-CH, or CH-CH2-CH2-CH2-OH 4. Benzene or phenol Learning Exercise 12.2B Select the compound in each pair with the higher boiling point. 1. CH2-CH, CH, or CH2-CH2-OH 2. CH0_CH-CH, or CH, CH-CH2-OH 3. CH3-CH-CH2-OH or CH;-CH-CH2-CH; 12.3 Reactions of Alcohols and Thiols At high temperatures, an alcohol dehydrates in the presence of an acid to yield an alkene and water. H CH3-CH OH H2C=CH2 + H2O Heat Using an oxidizing agent [O], primary alcohols oxidize to aldehydes, which usually oxidize further to carboxylic acids. Secondary alcohols are oxidized to ketones, but tertiary alcohols do not oxidize. O [0] II CH3-CH, OH CH3-C-H + H2O 1 alcohol aldehyde OH O 101 II CH3-CH-CH3 CH3-C-CH3 + H2O 2 alcohol ketone 181