Chemical Reactivity - CHEM120/CHEM196
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1 University of Kwa-Zulu Natal, Westville ampus, Durban lass Test 1: Monday, 30 th August 2010 hemical Reactivity - EM120/EM196 Duration: 45 minutes Total Marks: 25 Internal Examiners: Dr V. Nyamori and Prof G. Kruger IMPRTANT: omplete this part immediately Student No: Name: Tutorial Venue: Tutor: INSTRUTINS: 1. Answer ALL questions and circle clearly the correct choice on the multiple choice questions. 2. Your answers must be written on the question paper in the spaces provided. The blank left-hand pages may be used for extra space or for rough work and must be indicated as such. 3. You must write legibly in black or blue ink. Use of pencil and Tipp-Ex is not allowed. 4. A periodic table is provided. 5. This test consists of 8 pages and 4 questions (i.e. without the cover page and periodic table). Please check that you have them all. Question No Mark Total Mark Final Mark: /25
2 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST 2010 Question 1 ircle the correct answer for each of the following questions. 1.1 What is the correct IUPA name for the following compound: 2-bromo-4-propylhexane 2-methyl-3-ethyl-5-bromohexane 2-bromo-4-ethyl-5-methylhexane 5-bromo-3-ethyl-2-methylhexane 1.2 ow many chiral carbons (stereogenic centres) does the compound below have?
3 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST Which one of the following compounds is a structural isomer of 2 5, ethanol. acetaldehyde acetic acid diethyl ether ( 2 5 ) 2 dimethyl ether ( ) Which of the following will have the lowest boiling point? l 3 l l 4 2 l The alcohol structure drawn below can be classified as a: 2 secondary alcohol primary alcohol quaternary alcohol tertiary alcohol 2
4 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST Which one of the following compounds has an S configuration? 3 2 l l 2 l l l 2 l 3 2 l l 1.7 What is the major product of the following reaction? + 2 +? 2 3
5 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST Which reaction intermediate is formed when 2 /l 4 reacts with cyclohexene? 1.9 What is the nucleophile in the reaction shown below? I + 2 I I - I Give the major product for the following elimination reaction. 3-2 F
6 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST What is the major product of the following reaction? 1.12 Which of the following is the best method for preparing methyl-ethanoate i.e. structure (I) below? (I) 3 5
7 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST 2010 Question The following is the line notation of compound (I). (I) N 2 i ii iii Identify three functional groups in compound (I). (1½) Amine/amino; ester; ether Indicate the geometry around the carbons labelled i to iii. (1½) i and ii - Tetrahedral; iii Trigonal planar 2.2 Write a structural formula for 2-amino-3-methylbutanoic acid. (1) 2 N 2.3 Name the following alkene and include its geometric (E-) or (Z-) designation. (1) (Z)-3-chloro-4-methylhex-3-ene l 6
8 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST 2010 Question Use the template given below to draw the perspective formula (dash-wedge) for the (S)-configuration of 2-bromobutanoic acid. 2 (1) 3.2 Draw the products for the following reactions: (2) 1. 3, -78 o 2. Zn, P 2 l Fill in the missing reagents and/or reaction conditions for the following reactions: (2) r 3 / / metal catalyst (Pd, Pt) 2 7
9 School of hemistry, University of KwaZulu-Natal, Westville ampus, Durban EM120/EM196: EMIAL REATIVITY TEST 1: MNDAY, 30 th AUGUST 2010 Question 4 Provide the mechanism for the following S N 2 reaction. Include the structure of the transition state: (3) - - Transition state
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