Chapter 15

Chapter 15 - Chapter 15 I. II. Sources of Alcohols a. CO +...

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Chapter 15 I. Sources of Alcohols a. CO + 2H 2 in the presence of ZnO/Cr 2 O 3 and heat can create CH 3 OH b. Acid Catalyzed hyration of Alkenes i. Alkene plus water in the presence of H + makes alcohol ii. Water adds to the double bond in accordance with Markovnikov’s rule c. Hyrdoboration-oxidation of alkenes i. Alkene with B 2 H 6 and then H 2 O 2 and HO - ii. H and OH add to the double bond with a regioselectivity opposite to that of Markovnikov’s rule. iii. Syn addition iv. No rearrangements d. Hydrolysis of alkyl halides i. Alkyl halide plus hydroxide ion makes alcohol and halide ion ii. Only useful with substrates that do not underfo E2 elimination readiuly iii. Rarely used to synthesize alcohols since alkyl halides usually come from alcohols e. Reaction of Grignard reagents with aldehydes and ketones i. RMgX plus aldehyde or ketone in diethyl ether and H 3 O + make alcohol ii. Allows for alcohol prep with formation of new C-C bonds iii. Can make primary, secondary, and tertiary f. Reaction of organolithium reagents with aldehydes or ketones i. Organolithium reagent plus aldehyde or ketone in diethyl ether and H 3 O + makes alcohol ii. Reaction is similar to Grignard g. Reaction of Grignard reagents with esters
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
i. 2RMgX plus R’C(=O)OR” in diethyl ether and H
Background image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 4

Chapter 15 - Chapter 15 I. II. Sources of Alcohols a. CO +...

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online