18.25 (a) In 1884 Perkin achieved a successful synthesis of cyclopropanecarboxylic acid from sodi...
18.25 (a) In 1884 Perkin achieved a successful synthesis of cyclopropanecarboxylic acid from sodiomalonic ester and 1,2-dibromoethane. Outline the reactions involved in this synthesis. (b) In 1885 Perkin synthesized five-membered carbocyclic compounds D and E in the following way: OEt Br Na" A (C17H2808) 2 Et。Na Bra Et heat (2) H30 where D and E are diastereomers; D can be resolved into enantiomeric forms while E cannot. What are the structures of A-E (c) Ten years later Perkin was able to synthesize 1,4-dibromobutane; he later used this compound and diethyl malonate to prepare cyclopentanecarboxylic acid. Show the reactions involved
18.25 (a) In 1884 Perkin achieved a successful synthesis of cyclopropanecarboxylic acid from sodiomalonic ester and 1,2-dibromoethane. Outline the reactions involved in this synthesis. (b) In 1885 Perkin synthesized five-membered carbocyclic compounds D and E in the following way: OEt Br Na" A (C17H2808) 2 Et。Na Bra Et heat (2) H30 where D and E are diastereomers; D can be resolved into enantiomeric forms while E cannot. What are the structures of A-E (c) Ten years later Perkin was able to synthesize 1,4-dibromobutane; he later used this compound and diethyl malonate to prepare cyclopentanecarboxylic acid. Show the reactions involved