Kinetics, Equilibria And Organic Chemistry Paper

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General Certificate of Education Advanced Level Examination January 2011

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Chemistry
Unit 4 Kinetics, Equilibria and Organic Chemistry 9.00 am to 10.45 am Wednesday 26 January 2011

CHEM4

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For this paper you must have: ● the Periodic Table/Data Sheet, provided as an insert (enclosed) ● a calculator.

TOTAL

Time allowed ● 1 hour 45 minutes Instructions ● Use black ink or black ball-point pen. ● Fill in the boxes at the top of this page. ● Answer all questions. ● You must answer the questions in the spaces provided. Do not write outside the box around each page or on blank
Functional group labelled J ................................................................................................ Functional group labelled K .............................................................................................. (2 marks)

5 (b)

The 1H n.m.r. spectrum of atenolol was recorded. One of the peaks in the 1H n.m.r. spectrum is produced by the CH2 group labelled p in the structure of atenolol. Use Table 2 on the Data Sheet to suggest a range of δ values for this peak. Name the splitting pattern of this peak. Range of δ values .............................................................................................................. Name of splitting pattern ................................................................................................... (2 marks)

5 (c)

N.m.r. spectra are recorded using samples in solution. The 1H n.m.r. spectrum was recorded using a solution of atenolol in CDCl3 Suggest why CDCl3 and not CHCl3 was used as the solvent. ............................................................................................................................................ ............................................................................................................................................ (1
Identify the catalyst required in this reaction. Write equations to show how the catalyst is used to form a reactive intermediate and how the catalyst is reformed at the end of the reaction. ............................................................................................................................................ ............................................................................................................................................ ............................................................................................................................................ ............................................................................................................................................ ............................................................................................................................................ ............................................................................................................................................ ............................................................................................................................................ ............................................................................................................................................ (5 marks) (Extra space)