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Unformatted text preview: CHEM 2020 F06 SC/CHEM 2020 6.0 F06 Organic Chemistry Fall Mid-Term Test Wednesday, November 1, 2006 Test value: 10% Time available: 50 min Total marks: 100 Family Name: Given Name: Lab Group : CHECK ONE PLEASE PRINT York ID #: PLEASE PRINT Instructions Material allowed: calculator, molecular model. No dictionaries, no extra paper. Use ink pen only (no pencils). Use the blank pages for rough work. Cross out material not to be marked. Use the mark value of each question to allocate your time. No washroom breaks. Stay seated & quiet until all papers have been collected. Keep your eyes on your own paper at all times. 1. Give systematic (IUPAC) names for each of the following: [ 4 marks each = 12 marks total] (a) (b) (c) 2. (a) Give the hybridization state ( sp , sp 2 , sp 3 ) of each indicated atom. [ 5 marks] (b) Draw in any lone pairs. [ 2 marks] 3. (a) Label the molecule below as R or S. [ 3 marks] o Tue pm o Wed eve o Thu eve o Tue am o Wed day o Thu day o 99 o Mon o Fri label as cis or trans Cl H label as R or S CHBr 2 H Br CH 2 CH 3 (b) Draw R-2-butanol in Fischer projection. [ 3 marks] + C N N H Hilton Paris 10342634 4 marks: 6-isopropyl-2 ,2-di methyl nonane (all one word) 3.5 marks: 4-isopropyl-8,8-dimethylnonane (less economical #s) 3.5 marks: 2,2-dimethyl-6-isopropylnonane (wrong alphabet. order) otherwise 0.5 marks off for each missing/wrong part (underlined) 4 marks: trans-1-methyl-3-( 3-methyl butyl ) cyclo pentane (all one word) 3.5 marks: trans-3-methyl-1-(3-methylbutyl)cyclopentane (alternate numbering) 3.5 marks: trans-3-(3-methylbutyl)-1-methylcyclopentane (wrong alphabetical order) otherwise 0.5 marks off for each missing/wrong part (underlined) including missing brackets 4 marks: S-2-chloro-1 ,1-di methyl cyclo hexane (all one word) or 2S-chloro 3.5 marks: S-1-chloro-2,2-dimethylcyclohexane (less economical #s) 3.5 marks: S-1,1-dimethyl-2-chlorocyclohexane (wrong alphabet. order) otherwise 0.5 marks off for each missing/wrong part (underlined) otherwise 0....
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