CHEM1002 • 2012-N-12 November 2012 Give the major organic product(s) from the following reactions. Pay particular attention to the stereochemistry and/or the correct ionic from where relevant. Marks 2 CHEM1002 • 2010-N-8 November 2010 Classify the starting materials for each of the following reactions as nucleophile or electrophile in the boxes provided. Classify the products of the reactions as primary (1o), secondary (2o), tertiary (3o) or quaternary (4o) in the boxes provided. Br H + CH2CH3 CH 3CH2 N CH2CH3 H Br H + I C H H CH2CH3 I CH3CH2 N CH3 CH2CH3 Page Total: Marks 5 CHEM1002 2009-N-8 November 2009 • Give the name of the starting material where indicated and the constitutional formula of the major organic product formed in each of the following reactions. Na2Cr 2O7 / H OH Name: Br conc. KOH, ethanol heat Name: Br N(CH3)3 Marks 5 CHEM1002 • 2009-N-9 November 2009 Marks Consider the following reaction sequence. 6 C CH3OH O O OH Cl B aqueous NaOH excess D (CH3) 2NH 1. LiAlH4 2 equiv. 2. H3O E + F A Give the reagent B and draw the constitutional formulas of the major organic products, A, C, D, E and F, formed in these reactions. A D B E • C F • CHEM1002 • 2008-N-9 November 2008 Marks Consider the following reaction sequence. 6 COOCH3 dilute H2SO4 heat SOCl2 A Reagent D CH2OH B Reagent C CON(CH3)2 conc. H2SO4 E heat Reagent F Give the reagents C, D and F and draw the structures of the major organic products, A, B and E, formed in these reactions. A D B E C F CHEM1002 • 2007-N-8 November 2007 Marks 6 Consider the following reaction sequence. O Br OH / H2O reagent B OH A NaOH reagent D C O F (CH3CH2)2NH E CH3OH Give the reagents B and D and draw the structures of the major organic products, A, C, E and F, formed in these reactions. A D B E C F Cl CHEM1002 • 2006-N-8 November 2006 Marks 6 Consider the following reaction sequence. B 1) LiAlH4 2) H / H2O O OH reagent A NaOH C H O reagent D E excess H2NCH 3 Cl CH3OH O Give the reagents A and D and draw the structures of the major organic products, B, C, E and F, formed in these reactions. A D B E C F F CHEM1002 2005-N-8 November 2005 Classify the starting materials of the following reactions as nucleophile or electrophile and indicate with and the polarisation of the C–Br and C=O bonds. CH3 CH3 H3C N Br + CH3 H3C N CH3 H3C + H3C H C O H3C C O H3C Br H H3C H C O H H3C 6 Consider the following reaction sequence. O A OH NaOH 1) LiAlH 4 2) H B SOCl2 D 4 CH3 CH3 H Marks excess methanol C HN(CH 3)2 E conc. HCl / heat F Draw the structures of the major organic products, A-F, formed in these reactions. A D B E C F
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