Draw the product that is formed when the compound shown below is treated with an excess of hydrogen gas and a platinum catalyst.
hexene
1 answer:
<span>When the hexene is treated with an excess of hydrogen gas and a platinum catalyst, the product formed is hexane.
Hexene is an unsaturated hydrocarbon. Hexene when treated with H2 gas, in presence with Pt catalyst, the double bond is broken. This results in generation of saturated hydrocarbon i.e. hexane. </span>
Hexene is an unsaturated hydrocarbon. Hexene when treated with H2 gas, in presence with Pt catalyst, the double bond is broken. This results in generation of saturated hydrocarbon i.e. hexane. </span>
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The reaction described above is the formation of an acetal. The initial starting material has a central carbonyl and two terminal alcohol functional groups. In the presence of acid, the carbonyl will become protonated, making the carbon of the carbonyl susceptible to nucleophilic attack from one of the alcohols. The alcohol substitutes onto the carbon of the carbonyl to provide us with the intermediate shown.
The intermediate will continue to react in the presence of acid and the -OH that was once the carbonyl will become protonated, turning it into a good leaving group. The protonated alcohol leaves and is substituted by the other terminal alcohol to give the final acetal product. The end result of the overall reaction is the loss of water from the original molecule to give the spiroacetal shown in the image provided.
The intermediate will continue to react in the presence of acid and the -OH that was once the carbonyl will become protonated, turning it into a good leaving group. The protonated alcohol leaves and is substituted by the other terminal alcohol to give the final acetal product. The end result of the overall reaction is the loss of water from the original molecule to give the spiroacetal shown in the image provided.