Type of reaction __________ Is the product chiral? Product 1- top face attack (Y
ID: 513677 • Letter: T
Question
Type of reaction __________ Is the product chiral? Product 1- top face attack (YES or NO) (Circle) Why or why not? b) Product 2 bottom face attack (YES or NO) (Circle) Why or why not? What "special" name can we give to the type of reaction in reaction number 2, in which the solvent is a reactant ____________ Predict the effect of solvent on the first two reactions (in Problem 1 above). Would a polar aprotic solvent a) increase b) decrease, or 3) have no effect on the rate of reaction? Predict the effect of solvent on the second two reactions (in Problem 2 above). Would changing the solvent to 50% methanol 50% water (from 100% water) a) increase, b) decrease, or c) have no effect on the rates of reaction? Explain your answers in terms of stabilization or destabilization of nucleophile or carbocation intermediate species. Given the following reaction a) add all curved arrows to complete the mechanism b) predict the type of reaction (Sn1, Sn2, E1, E1cb or E2) c) predict the major product d) predict the stereochemistry of the major product (E or Z) (Circle).Explanation / Answer
This is SN1 reaction - Unimolecular nucleophilic substitution reaction.
The product is chiral molecule.
a) Product 1 is top face attack, because, the nucleophile attacks the planar carbocation from the top face. (Consider the paper as plane and imagine nucleophile attacks from the top or from the bottom side).
b) Product 2 is bottom face attack, because, the nucleophile attacks the planar carbocation from the bottom side.
When solvent itself acts as nucleophile, we call it solvolysis.
3. Answer b) rate decreases. Generally, for SN1 reaction polar aprotic solvent is not preferred because their proton may interact with nucleophile and disturb the pace of the reaction and the solvent itself can act as a nucleophile too.
In case of problem 2, solvent water itself is nucleophile, so the rate of the reaction increases.
When 50% methanol is used methanol acts as better nucleophile and thus decreasing the rate of reaction by water.
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