2. Compound P, C4H9Br reacts with aqueous solution of sodium hydroxide to form compound Q, C4H10O. Compound Q decolourised acidified solution of potassium permanganate to yield compound R, C4H8O which give an orange precipitate when react with 2,4- dinitrophenylhydrazine. Both compounds Q and R formed yellow precipitate with alkaline iodine solution. Compound P also reacts with magnesium metal to form compound S, C4H9MgBr. Compound R reacts with compound S, followed by hydrolysis to give compound T, C8H18O. Compound T gives off white fumes when react with PCl5. (a) Determine the structural formulae of P, Q, R, S and T. Write all the reaction equations involved. (b) State the IUPAC name of compound T.

2. Compound P, C4H9Br reacts with aqueous solution of sodium hydroxide to form compound Q, C4H10O. Compound Q decolourised acidified solution of potassium permanganate to yield compound R, C4H8O which give an orange precipitate when react with 2,4- dinitrophenylhydrazine. Both compounds Q and R formed yellow precipitate with alkaline iodine solution. Compound P also reacts with magnesium metal to form compound S, C4H9MgBr. Compound R reacts with compound S, followed by hydrolysis to give compound T, C8H18O. Compound T gives off white fumes when react with PCl5. (a) Determine the structural formulae of P, Q, R, S and T. Write all the reaction equations involved. (b) State the IUPAC name of compound T.

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter80: Crystallization: Purification Of Solids

Section: Chapter Questions

Problem 3P

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The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Questions: (i) Give the name and suggest the colour of the precipitate B. Hence explain why it is necessary to recrystallize B several times. (ii) Why was it necessary to obtain a constant melting point for B?
The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. 1g of phenylamine yielded 1.2g of compound A. Calculate the percentage yield of the reaction.
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