Transcript CH 11-1 Power Point (student version)

Chapter 11: Alcohols, Ethers, Epoxides
CH 11-1 Introduction & Nomenclature
•Nomenclature: alcohols only
•Synthesis of Alcohols (reviewed in Problem Set #1):
-SN1 & SN2 (H2O & HO-, respectively)
-acid-catalyzed alkene hydration
•Synthesis of Ethers (same as alcohol synthesis):
-SN1 & SN2 (ROH or RO-, respectively)
-acid-catalyzed ROH addition to alkenes
•Reactions of Alcohols:
(a) acid/base (previous chapters)
(b) H2O as a leaving group (Sub/Elim)
-Dehydration to alkenes (E1, E2), Chapter 7
-Substitution to R-X (SN1, SN2)
(c) ROH as a nucleophile (ether synthesis - SN2)
•Reactions of Epoxides – Stereospecific (SN1 or SN2)
Review of Organic Reactions & Mechanisms
Alcohol Nomenclature
•Identify longest alkane carbon chain containing the
hydroxyl functional group
•Drop the –e ending of the alkane and add –ol
•Numbering is fixed by location of the hydroxyl group
Nomenclature-Cyclic Alcohols
•Drop the –e ending of the cycloalkane and add –ol
•The hydroxyl group is given position “1”
OH
H
H
CH2CH3