Week+4+Handout (1)

Week 4 Handout(1) - Week 4 Handout CHEM 35 Sections 6 9 and 16 TA Brian Loy Preparation of Aldehydes and Ketones(from lecture 1 Alkynes Hydration R

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

View Full Document Right Arrow Icon
Week 4 Handout CHEM 35 Sections 6, 9 and 16 TA: Brian Loy Preparation of Aldehydes and Ketones: (from lecture) 1. Alkynes Hydration Hydroboration 2. Alkenes - oxidation 3. Alcohols - oxidation 4. Carboxylic Acids/Esters – reduction R C C H H 2 SO 4 , HgSO 4 , H 2 O R C CH 3 O Markovnikoff Product R C C H BH 2 1. 2. NaOH, H 2 O 2 R C O H anti-Markovnikoff Product R' R'' R''' R R R' O R''' R'' O 1. O 3 (ozone) 2. Zn / HOAc 1. KMnO 4 2. NaIO 4 R C R' H OH PCC CH 2 Cl 2 R R' O N H ClCrO 3 where PCC = pyridinium chlorochromate R C O OH 1. R'OH acid cat. R C O OR' 2. 2 AlH R C O H Carboxylic Acid Carboxylic Ester Aldehyde 1 eq.
Background image of page 1

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

View Full DocumentRight Arrow Icon
5. Nitriles – reduction Redox Reactions of Aldehydes and Ketones: (from lecture) 1. Oxidation 2. Reduction R C N 1. LiAlH 4 2. H 3 O + 1. R’-M 2. H 3 O + R C O H + NH 3 R C O R' + NH 3 O OH O H OH H H +2 -2 -4 0 oxidation reduction reduction R C O H R C O OH Oxidizing Agents: Ag + , KMnO 4 , K 2 Cr 2 O 7 , H 2 O 2 , O 2 Oxidizing Agent Aldehyde R C O CH 3 R O OH Methyl Ketone NaOH Br 2 or I 2 Haloform reaction R R' O H 2 / Pt 1000 psi, 50 deg C R R' H OH
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 11/24/2010 for the course CHEM 35 taught by Professor Dubois,j during the Spring '07 term at Stanford.

Page1 / 5

Week 4 Handout(1) - Week 4 Handout CHEM 35 Sections 6 9 and 16 TA Brian Loy Preparation of Aldehydes and Ketones(from lecture 1 Alkynes Hydration R

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