RI 2019 Prelim P3 QP

1 © Raffles Institution 2019 9729/03/S/19 [Turn Over RAFFLES INSTITUTION 2019 YEAR 6 PRELIMINARY EXAMINATION Higher 2 CHEMISTRY 9729/03 Paper 3 Free Response 26 September 2019 2 hours Candidates answer on separate writing paper. Additional Materials: Data Booklet READ THESE INSTRUCTIONS FIRST Do not open this question booklet until you are told to do so. Write your name, class and index number on all the work you hand in. Write in dark blue or black pen on both sides of the paper. You may use a soft pencil for any diagrams, graphs or rough working. Do not use staples, paper clips, highlighters, glue or correction fluid. Section A Answer all questions. Section B Answer one question. Begin each question on a fresh sheet of paper. A Data Booklet is provided. Do not write anything in it. You are reminded of the need for good English and clear presentation in your answers. At the end of the examination, fasten all your work securely together, with the cover page on top. The cover page is found on page 2. The number of marks is given in brackets [ ] at the end of each question or part question. This document consists of 16 printed pages.

2 © Raffles Institution 2019 9729/03/S/19 [Turn Over RAFFLES INSTITUTION 2019 Year 6 Preliminary Examination H2 Chemistry Paper 3 COVER SHEET Name: ( ) Class: For Examiner’s Use Only Question Marks Section A 1 / 20 2 / 20 3 / 20 Section B (Circle the question you have answered) 4 / 20 5 / 20 Total / 80 Attach this cover sheet to your writing paper.

3 © Raffles Institution 2019 9729/03/S/19 [Turn Over Section A Answer all the questions in this section. 1 Aminoketones are often used in the synthesis of drugs. (a) The antidepressant, bupropion, is a drug which contains an aminoketone. The final step in the synthesis of bupropion involves the reaction between compound G and an amine. (i) Write an equation for the reaction to form bupropion from compound G, showing clearly the structure of the amine used in the reaction. [1] (ii) Explain why compound H was not formed in the reaction. [3] compound H (iii) Describe a simple chemical test to distinguish between compound H and bupropion. [2] A different aminoketone is prepared by the reaction between 2-bromo-1-phenylethanone and triethylamine. 2-bromo-1-phenylethanone PhCOCH2Br The rate of the reaction between PhCOCH 2Br and triethylamine was investigated by the following method. This is Experiment 1. Equal volu