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How might the ratio of alkenes obtained in the tert-butoxide-promoted elimination change if the 2-methyl-2-propanol contains...

How might the ratio of alkenes obtained in the tert-butoxide-promoted elimination change if the 2-methyl-2-propanol contains water?

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Answer #1

2-Methyl-2-propanol is a tertiary alcohol, so it will surely have multiple products with tertiary butoxide ion.

Water is a polar protic solvent with a high dielectric constant. Hence substitution product is also formed in presence of water. As a result, the ratio of alkenes obtained will surely reduce. In presence of tertiary butoxide ion, elimination is expected to occur. the competing reaction shall be Substitution, which is pronounced in an ionizing medium.

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