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Draw the mechanism for the reaction between 1-butanol, sulfuric acid, and sodium bromide?

User Yoshi
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Final answer:

The mechanism between 1-butanol, sulfuric acid, and sodium bromide involves either an SN2 or SN1 mechanism, leading to the formation of 1-bromobutane with a bromide ion attack and displacement of water.

Step-by-step explanation:

The mechanism for the reaction between 1-butanol, sulfuric acid, and sodium bromide is typically an SN2 (nucleophilic substitution) mechanism or an SN1 (nucleophilic substitution) mechanism leading to the formation of 1-bromobutane. The reaction begins with the protonation of the hydroxyl group (-OH) of 1-butanol by sulfuric acid, forming water as a good leaving group. In the SN2 mechanism, the bromide ion (from sodium bromide) attacks the electrophilic carbon directly, causing the displacement of the water molecule and the formation of 1-bromobutane. In the SN1 mechanism, the water molecule leaves first to form a carbocation intermediate, which then reacts with the bromide ion to give 1-bromobutane.

The reaction between 1-butanol, sulfuric acid, and sodium bromide proceeds through two different mechanisms, SN1 and S1. Here is a step-by-step explanation of both mechanisms:

In the SN1 mechanism, the 1-butanol reacts with sulfuric acid to form a carbocation. Then, sodium bromide reacts with the carbocation to replace the hydroxyl group, resulting in the formation of 1-bromobutane.

In the S1 mechanism, the 1-butanol reacts directly with hydrobromic acid to form 1-bromobutane.

These mechanisms can be represented by the following reactions:

SN1 mechanism: 1-butanol + sulfuric acid + sodium bromide → 1-bromobutane + sodium hydroxide

S1 mechanism: 1-butanol + hydrobromic acid → 1-bromobutane + water

User Danieln
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