Problem: When trans-2-bromo-cyclohexan-1-ol is reacted with sodium hydroxide in water, an epoxide is formed. When cis-2-bromo-cyclohexan-1-ol is reacted with sodium hydroxide in water, an epoxide is NOT formed. Using complete sentences and Lewis structures, explain why an epoxide is not formed with the cis-compound.

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When trans-2-bromo-cyclohexan-1-ol is reacted with sodium hydroxide in water, an epoxide is formed. When cis-2-bromo-cyclohexan-1-ol is reacted with sodium hydroxide in water, an epoxide is NOT formed. Using complete sentences and Lewis structures, explain why an epoxide is not formed with the cis-compound.

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