Dolbier HW Solutions 420

Dolbier HW Solutions 420 - 514 CARBOXYLIC ACIDS Either of...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
Either of the two following procedures is satisfactory: ( e ) Dehydration of 2-propanol to propene followed by free-radical addition of hydrogen bromide affords 1-bromopropane. Once 1-bromopropane has been prepared it is converted to butanoic acid as in part ( d ). ( f ) The carbon skeleton of butanoic acid may be assembled by an aldol condensation of acetaldehyde. Oxidation of the aldehyde followed by hydrogenation of the double bond yields butanoic acid. ( g ) Ethylmalonic acid belongs to the class of substituted malonic acids that undergo ready ther- mal decarboxylation. Decarboxylation yields butanoic acid. 19.18 ( a ) The Friedel Crafts alkylation of benzene by methyl chloride can be used to prepare 14 C-labeled toluene (C* 5 14 C). Once prepared, toluene could be oxidized to benzoic acid. Benzene Toluene CH 3 Benzoic acid CO 2 H Methyl chloride CH 3 Cl 1 AlCl 3 K 2 Cr 2 O 7 , H 2 SO 4 H 2 O, heat ** * heat
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 09/30/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

Ask a homework question - tutors are online