Organic Chemistry
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Using the Keq values, identify the reaction that has the best leaving group.
For which of these reactions would the rate of formation of the carbocation be higher?
Which of the following compounds makes a better leaving group when both are reacted in DMSO?
Which of the following compounds has a better leaving group? Justify your answer.
Arrange the following in order of their decreasing leaving group abilities.
For the two pairs of anions given below, state which one in each pair is a better leaving group.
a. −NH2 and F−
b. Br− and Cl−
The reaction of (R)-1-fluoro-1-iodopropane with sodium ethoxide is given below.(R)-1-fluoro-1-iodopropane + sodium ethoxide → (R)-1-ethoxy-1-fluoropropane + NaIa. Draw perspective structures of the reactants, transition state, and the products.b. Is there a retention or inversion of configuration in the product? Is this consistent with the SN2 reactions?c. Why is iodide substituted and not fluorine?
Consider the following pair of molecules:
(i) Which is more soluble in water?
(ii) Which is more soluble in a nonpolar solvent?
Consider the following pair of compounds:
Predict which will have a higher boiling/melting point.
Which formation of the carbocation is expected to be faster?
Choose the better leaving group between F- and Cl- in a polar aprotic solvent.
Choose the constituent of each pair that is the better leaving group.
i. CH3O- or CH3OH
ii. CH3NH2 or CH3OH
Select the constituent of each pair that is the better leaving group.
i. CH3OH or CH3SH
ii. CH3O- or CH3S-
Arrange the alkyl halides in order of reactivity in an SN1 reaction from most to least reactive:
2-chloropentane, 3-bromo-3-methylpentane, 3-iodo-3-methylpentane, 3-chloro-3-methylpentane