Ch_322b_18.06

Ch_322b_18.06 - Chapter 18.6 lecture note

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

View Full Document Right Arrow Icon
Laboratory Preparations of Carboxylic Acids Oxidation of Aldehydes Aldehydes are easily oxidized to carboxylic acids by a variety of oxidants. Either stronger reagents such as Cr VI and Mn VII , or milder oxidants such as Ag I , may be used. examples CH 3 CH 2 CH 2 CH 2 CHCH O = C 2 H 5 2-ethylhexanal KMnO 4 , NaOH H 2 O H 3 O + CH 3 CH 2 CH 2 CH 2 CHCOOH C 2 H 5 2-ethylhexanoic acid (78%) O CH 3-cyclohexenecarbaldehyde + Ag 2 O NaOH H 2 O/THF H 3 O + COOH 3-cyclohexenecarboxylic acid (75%) Note selective oxidation in presence of alkene.
Background image of page 1

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

View Full DocumentRight Arrow Icon
Oxidation of Primary Alcohols Potassium permanganate readily oxidizes primary alcohols to carboxylates under basic conditions. The carboxylic acid is recovered after acidification. R CH 2 OH KMnO 4 , NaOH H 2 O H 3 O + R COOH Oxidation of Alkylbenzenes Vigorous oxidation by KMnO 4 of primary and secondary (but not tertiary) alkyl groups directly attached to a benzene ring produces aromatic acids. CH
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 10/20/2009 for the course CHEM 322BL at USC.

Page1 / 8

Ch_322b_18.06 - Chapter 18.6 lecture note

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