Identify the product for the given reaction: 2,3-epoxy-3-ethylpentane reacts first with (a) H+ and then (b) ethanol 3-ethoxy-3-ethyl-1-pentene 2-ethoxy-3-ethyl-2-pentanol 3-ethoxy-3-ethyl-2-pentanol 2-ethoxy-3-ethyl-3-pentanol

Cyclohexene can be converted to 1-cyclopentenecarbaldehyde by the following series of reactions. Propose a structural formula for each intermediate compound.

Ethylene oxide is the starting material for the synthesis of 1,4-dioxane. Propose a mechanism for each step in this synthesis.

A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.