Split your team in two, each group to analyze one of the following reaction sequences by a mechanism ( 13 C 5 carbon-13 isotope). 1.

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. 

1. NaH 2. CH,CH,CH,CH,Li 3. HI 4. , . 5. H", ., () 13CH,H,CH-CH CH;13CH,CCH3 1. CH,CH,O , CH,CH,OH 2. (CH,),CCI 3. ", . 4. H", ., CH3 CH;CCH3 + H2C=C CH3 (b) H,H,CCH-CH;