6. Compound P, CAH9CI, reacts by heating with reagents KOH in ethanol to form Q (CAH8). The compound Q then undergoes acid catalysed hydration to form R (CaH100). R does not react with acidified warm sodium dichromate. (a) Determine the structure of P,Q and R (b) Give a reason whyR does not react with acidified warm sodium dichromate. (c) Write chemical equation for the conversion of P to Q. (d) Draw a structural isomer of P.

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Chapter1: Chemical Foundations
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pKa 9.95
pKa 8.81
pКa 9.28
pКa 9.81
6. Compound P, CAH9CI, reacts by heating with reagents KOH in ethanol to fom
Q (CAH8). The compound Q then undergoes acid catalysed hydration to form
R (C.H100). R does not react with acidified warm sodium dichromate,
(a) Determine the structure of P,Q and R
(b) Give a reason why R does not react with acidified warm sodium
dichromate.
(c) Write chemical equation for the conversion of P to Q.
(d) Draw a structural isomer of P.
7. Compound X is an alcohol. Upon oxidation by acidify potassium
permanganate, a ketone, Y is formed. X reacts with phosphorous bromide
(PBR3) to give Z which is then purified and reflux in dry ether along with Mg
metal to formn a Grignard reagent. S. S is then treated with Y to yield 3.4-di
methyl-3-hexanol after hydrolysis in dilute HCI. Identify X,Y Z and S. Write all
the chemical equations for the reaction involved.
Transcribed Image Text:pKa 9.95 pKa 8.81 pКa 9.28 pКa 9.81 6. Compound P, CAH9CI, reacts by heating with reagents KOH in ethanol to fom Q (CAH8). The compound Q then undergoes acid catalysed hydration to form R (C.H100). R does not react with acidified warm sodium dichromate, (a) Determine the structure of P,Q and R (b) Give a reason why R does not react with acidified warm sodium dichromate. (c) Write chemical equation for the conversion of P to Q. (d) Draw a structural isomer of P. 7. Compound X is an alcohol. Upon oxidation by acidify potassium permanganate, a ketone, Y is formed. X reacts with phosphorous bromide (PBR3) to give Z which is then purified and reflux in dry ether along with Mg metal to formn a Grignard reagent. S. S is then treated with Y to yield 3.4-di methyl-3-hexanol after hydrolysis in dilute HCI. Identify X,Y Z and S. Write all the chemical equations for the reaction involved.
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