Methyl-1-hexanol (A) was reacted with NaBr/H2SO4 to give (B), which upon treatment with magnesium in diethyl ether formed an intermediate (C) which was not isolated. Reaction of (C) with dry ice gave, after the appropriate work-up (D).
a) write the equation which describe the above sequence, including structures for compounds (A) to (D)
b) If the yield in the conversion of (A) to (B) was 65% and that of (B) to (D), via (C) was 75% , what is the overall yield of (D) to (A)?
c)Assuming the above yields, how much of (A), in grams, is required in order to produce 0.75 mol of (D)?
2) Why is anhydrous ether used in this reaction?
3) Why is the water bath used to heat the reaction?
4) What is the mechanism of the reaction of phenylmagnesium bromide and CO2? Include the workup steps.
5) In this experiment, it is important to use freshly obtained dry ice. Why?