1 (202)

Prévia do material em texto

158 Chapter 8 HYDROXY FUNCTIONAL GROUP: ALCOHOLS: PROPERTIES, PREPARATION, AND STRATEGY OF SYNTHESIS O OH OH H (d) Cr (e) Cr CH O O C 0 H H N: N: In each case the initial product is the aldehyde or ketone. In (a) and (c) the aldehyde overoxidizes via addi- tion of water to give a 1,1-diol, followed by a second oxidation: OH O HO OH Cr (a) CH₃CH₂CH + H₂O CH₃CH₂CH CH₃CH₂C O O HO H 0 OH OH OH Cr Then, CH₃CH₂C 0 CH₃CH₂C = = CH₃CH₂CO₂H H H₂O: (c) H H O + H₂O OH C C OH H H O OH O OH H Cr Cr H O followed by 0 C C OH OH H H H O H₂O: C OH 48. No need for you to write anything but the final product, but for your information the compounds formed after each step in (a) and (b) are given here. (a) 1. 2. 3. (CH₃)₂C-OH (Final product) CH₂CH₃ CH₂CH₃ (b) 1. CH₃CH₂CH₂CH₂OH; 2. CH₃CH₂CH₂CHO (Aldehyde); HO CH₃CH₂CH₂CH 3. 4. CH₃CH₂CH₂CH (Final product)