3. a. Acid catalyzed hydration of 2-methylpropene produces only 2-methyl-2- propanol. However, acid catalyzed of 1,2-dimethylcyclohexene...

  

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3. a. Acid catalyzed hydration of 2-methylpropene produces only 2-methyl-2- propanol. However, acid catalyzed of 1,2-dimethylcyclohexene produces two products, ie, a mixture of stereoisomers. Using your knowledge in organic chemistry, discuss the regioselective and stereoselective nature of the acid catalyzed hydration based on reaction mechanism. [15 marks) b Compound A reacts with Clz in the presence of ultraviolet (UV) light to produce compounds B and C as shown in FIGURE Q3. Compound B reacts with ethanol at 60°C, to fom compound D (major product). Meanwhile compound C reacts with NaOCH,CH, in ethanol to form compound E. Compound E produces compound F when reacts with Br, in water. Using your knowledge in b. organic chemistry, explain in details the following. The constitutional isomers of compounds B and C, if any. The chirality of compounds B, C, D, E and F. If there islare enantiomer(s) among these compounds, show details of working steps in giving IUPAC name to the enantiomer(s). The difference in boiling point between compounds A, C and F. CH: CH) Compound A + C2 H3CH2C- CH3 + HƏCH:C- CH2CI CI Compound B Compound C NaOCH:CH3 + ethanol in ethanol Compound D Compound E + Brz in water он H>CH2C- CH2Br CH Compound F FIGURE Q3 [25 marks] 3. a. Acid catalyzed hydration of 2-methylpropene produces only 2-methyl-2- propanol. However, acid catalyzed of 1,2-dimethylcyclohexene produces two products, ie, a mixture of stereoisomers. Using your knowledge in organic chemistry, discuss the regioselective and stereoselective nature of the acid catalyzed hydration based on reaction mechanism. [15 marks) b Compound A reacts with Clz in the presence of ultraviolet (UV) light to produce compounds B and C as shown in FIGURE Q3. Compound B reacts with ethanol at 60°C, to fom compound D (major product). Meanwhile compound C reacts with NaOCH,CH, in ethanol to form compound E. Compound E produces compound F when reacts with Br, in water. Using your knowledge in b. organic chemistry, explain in details the following. The constitutional isomers of compounds B and C, if any. The chirality of compounds B, C, D, E and F. If there islare enantiomer(s) among these compounds, show details of working steps in giving IUPAC name to the enantiomer(s). The difference in boiling point between compounds A, C and F. CH: CH) Compound A + C2 H3CH2C- CH3 + HƏCH:C- CH2CI CI Compound B Compound C NaOCH:CH3 + ethanol in ethanol Compound D Compound E + Brz in water он H>CH2C- CH2Br CH Compound F FIGURE Q3 [25 marks]