(Solved): 1 Draw the four isomers and label each (A,B,C,D).   2. 15.63 There are four isomers with mole ...

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Draw the four isomers and label each (A,B,C,D).

 

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15.63 There are four isomers with molecular formula C4H,Cl. Only one of these isomers (compound A) has a chirality center. When com- pound A is treated with sodium ethoxide, three products are formed: compounds B, C, and D. Compounds B and C are diastereomers, with compound B being the less stable diastereomer. Do you expect compound D to exhibit a signal at approximately 1650 cm1 in its IR spectrum? Explain. Draw all four products that are expected when 2-ethyl-3-methyl-1,3-cyclohexadiene is treated with one equivalent of HBr at room temperature, and show mechanisms for their formation. For the mechanism, include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly. Do not use abbreviations such as Me or Ph. X Incorrect. Identify the locations where protonation can occur. Draw all four products. CH? Br CH? CH? CH? CH? CH? CH?