Split your team in two, each group to analyze one of the following reaction sequences by a mechanism (¹³C 5 carbon-13 isotope). 

Reconvene and discuss your results. Specifi cally, address the position of the 13C label in the product of (a) and the failure to obtain alkylation in (b). 

As a complete team, also discuss the mechanism of the following transformation. 

Transcribed Image Text:

1. NaH 2. CH,CH,CH,CH,Li 3. СHI 4. ОН, Н.О 5. H", Н.О, Д (а) 13CH,ССH,CОСH-CH CH;13CH,CCH3 1. CH,CH,O , CH,CH,OH 2. (CH,),CCI 3. "ОН, Н.О 4. H", Н.О, А CH3 → CH;CCH3 + H2C=C CH3 (b) СH,ССH,CОCH-CH;