Chapter 7, Problem 42P

Write structural formulas for all the alkene products that could reasonably be formed from each of the following compounds under the indicated reaction conditions. Where more thanone alkene is produced, specify the one that is the major product.

a) $\text{1-Bromo-3,3-dimethylbutane (potassium}\text{tert-butoxide,}\text{tert-butyl alcohol,10}{0}^{\circ }$

b) ${\text{1-Methylcyclopentyl chloride (sodium ethoxide, ethanol, 70}}^{\circ }\text{C)}$

c) $\text{3-Methyl-3-pentanol (sulfuric acid,}{\text{80}}^{\circ }\text{C)}$

d) ${\text{2,3-Dimethyl-2-butanol (phosphoric acid, 120}}^{\circ }\text{C)}$

e) $\text{3-Iodo-2,4-dimethylpentane (sodium ethoxide, ethanol, 7}{0}^{\circ }\text{C)}$

f) $\text{2,4-Dimethyl-3-pentanol (sulfuric acid,}{\text{120}}^{\text{o}}\text{C)}$