Question

1.) predict the products of the reaction between the following:

1-chloro-1-methyl cyclohexane and KOH in ethanol

Chlorocyclopentane and sodium ethoxide in methanol

2.) a 1.20g sample of cocaine [alpha]D=-16 was dissolved in 7.50 mL of chloroform and place in a polarimeter sample cell.( path length is 5 cm) What was the observed rotation? Show calculations

3.) draw the transition state structure of the E2 reaction between menthyl chloride and sodium and ethoxide

Answer 1

part -2

where α is the observed rotation

c = concentration in g/ml = 1.20g / 7.50 ml = 0.16 g/ml

l =  is the path length in decimeters given 5 cm convert in to diameters = 0.5dm

put all these values in the above equation

-16 = α / 0.16 x 0.5

α = -1.28º