4 221 154 turn over 20 option h further organic

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Unformatted text preview: 54 Turn over – 20 – M01/420/H(3) Option H – Further organic chemistry H1. This question is about isomers with the general formula Cn H 2n . (a) (i) Draw the structures of the two geometrical (cis/trans) isomers of C4 H8 , giving their full names. [3] (ii) [2] (i) There are four isomers with the formula C5 H10 which contain a three-membered carbon ring. Draw these isomers and label them A, B, C and D. [4] (ii) (b) Write the mechanism for the reaction of the cis isomer of C4 H8 with bromine (dissolved in a non-polar solvent). Indicate, by writing two letters (chosen from A, B, C and D) a pair of isomers that are structural isomers and a pair that are geometrical isomers. [2] Structural isomers: . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . Geometrical isomers: . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . (This question continues on the following page) 221-154 – 21 – M01/420/H(3) (Question H1 Part (b) continued) (iii) From the four isomers A, B, C and D, draw the structure of an isomer that shows optical isomerism and mark the chiral centre with an asterisk (*). (c) [2] Use the examples...
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This note was uploaded on 05/02/2008 for the course CHEM 142,152,16 taught by Professor Unknown during the Spring '08 term at University of Washington.

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