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Question
Predict all the alkenes that would be formed by dehydrohalogenation of the following halide with sodium ethoxide in ethanol and identify the major alkene:
2, 2, 3-Trimethyl-3-bromopentane
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Solution
There are two different types of β-hydrogen atoms present in the halide. Hence, in the dehydrohalogenation reaction, it will form two alkenes: 3, 4, 4-trimethylpent-2-ene and 2-ethyl-3, 3-dimethylbut-1-ene. The first alkene is more stable because it is more substituted (according to the Saytzeff rule). Hence, it is the major product.
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