Ch 18 Answers - 1 Answers to Extra Problems for Ch. 18 1....

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

View Full Document Right Arrow Icon
1 Answers to Extra Problems for Ch. 18 1. Show the major product (or products if more than one will be formed in significant amount) for the following reactions: Cl O benzoyl chloride, 1 eq. pyridine secondary alcohol is significantly less N reactive than primary one; goes to tet. int. a. HO HO propylamine b. HO O _____________ O (name) phthalic anhydride 1. 2. neutralize stops at monoamide; can't get second amide without dehydrating reagent (or high temperature). c. O O O 1. excess EtMgBr 2. neutralize (H 3 O + ) ____________ (type) γ- lactone opens after first addition to give: OH O N O excess CrO 3 d. H 2 O, acetone H primary alcohols are oxidized to acids by excess chromate tertiary alcohols are not. ____________ (type) δ- lactone O O 1 eq., -78 o C 1. [(CH 3 ) 2 CHCH 2 ] 2 AlH 2. Neutralize, H 3 O + these conditions are specifically designed to NOT get the diol e. HO OH O OMgBr HO HO O OH O O O H OH OH O H HO which is attacked by more EtMgBr Et 2 O H 2 SO 4 (but poor question because H 2 SO 4 can cause S N 1 solvolysis of tert. alcohols!)
Background image of page 1

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

View Full DocumentRight Arrow Icon
2 2. Show the major product (or products if more than one will be formed in significant amount) for the following reactions: esters reduce to alcohols (losing RO - ) but
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.

This note was uploaded on 02/14/2011 for the course ORGANIC CH 341 taught by Professor Idk during the Spring '11 term at University of Wisconsin.

Page1 / 6

Ch 18 Answers - 1 Answers to Extra Problems for Ch. 18 1....

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