Question
Asked Dec 25, 2019
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Hydroxide (-OH) can react as a Brønsted–Lowry base (and remove a proton), or a Lewis base (and attack a carbon atom). (a) What organic product is formed when -OH reacts with the carbocation (CH3)3C+ as a Brønsted–Lowry base? (b) What organic product is formed when -OH reacts with (CH3)3C+ as a Lewis base?

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Expert Answer

Step 1

Hydroxide (-OH) can react as a Brønsted–Lowry base (and remove a proton), or a Lewis base (and attack a carbon atom).

(a) The organic product formed when -OH reacts with the carbocation (CH3)3C+ as a Brønsted–Lowry base is to be explained.

(b) The organic product formed when -OH reacts with (CH3)3C+ as a Lewis base is to be explained.

Step 2
  1. Brønsted–Lowry base-

According to Brønsted–Lowry acid base theory, a base is a substance that can accept a proton.

Thus, when -OH reacts with the carbocation (CH3)3C+ as a Brønsted–Lowry base, it will abstract a proton from (CH3)3C+.

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Image Transcriptionclose

CH3 CH, Н-ОН -Н,С- но Н.С- Cн, н CH, Alkene Н,С —С CH, 2.

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Step 3

Hence, the organic product formed when -OH reacts with the carbocation (CH3)3C+ as a Brønsted–Lowry bas...

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