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The reaction product formed when 1-hexene is reacted under the conditions of thi

ID: 837058 • Letter: T

Question

The reaction product formed when 1-hexene is reacted under the conditions of this experiment

is an example of 1,4 addition.

proceeds via a carbanion.

is an example of electrophilic addition.

could also be formed using ether rather than water as the solvent.

results in a sp2 hybridized carbon being transformed into a sp hybridized carbon.

a.

is an example of 1,4 addition.

b.

proceeds via a carbanion.

c.

is an example of electrophilic addition.

d.

could also be formed using ether rather than water as the solvent.

e.

results in a sp2 hybridized carbon being transformed into a sp hybridized carbon.

Explanation / Answer

is an example of electrophilic addition.

Sulfuric acid (H2SO4) is the catalyst for the reaction. Sulfuric acid will dissociate in solution to give H+ and HSO4-. The H+ will start the reaction. The 1-hexene's double bond will attack the H+ (proton) and then a carbocation will form. The MOST stable carbocation will form and here you have a choice between a primary and secondary carbocations. The more substituted a carbocation is then the more stable it will be and therefore the secondary carbocation forms. H2O (water) which is the solvent and the nucleophile will attack the carbocation. The intermediate species will have a formal charge of +1 and will lose a H+ (proton) to give a neutral species. The reaction is called acid catalyzed hydration of alkenes. H2SO4 is not too friendly and needs to be used in catalytic amounts probably a few drops.

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