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IMG_0005 - (ii a Draw the resonance structures of the...

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Unformatted text preview: (ii) a) Draw the resonance structures of the molecule above. (3) ’ / * H me (n U) h) is the molecule above a 1', 2". or 3“ carbocation? (i) 1’ (o c) This carbonation is very stable. compared to most other carbocations containing double bonds. Explain. (3) (3V Q) d) Proposea reaction that will involve the carbocafion above. Show where the carbocaiion is present in the reaction. (4) @‘V it..- 1]. S —' : (10) a) Using acetylene and any alkyl halide as starting materials, show how you would prepare the molecule above. You may use any inorgnic reagents required. (3) (6.5) lt-cEc—H Mime; —-> weep-N; +N‘b L I) li-CT-c'm‘ r Pix-(wiry -> Hen-(m9 “irons, _ .3 Q5) H"-‘-C‘(°W)_,?“ +NaN't; -> NJ’cEL—hps-ek 44m: UMM" Eomfi‘“ +6r'“l—‘9 " w mar b) For the purpose of his class, an organic chemistry lab professor decided to make the students prepare the alkyl halide for the left side of the alkyne above from 3-phenyi—1-propene. Unfortunately, he only has 3-phenyl—Z-brornopropane available. Write a reaction that will create 3-phenyl-i—propene in high yield. (3) 2r «iv-82‘ \ (it ”93¢” ©—/\ ha “‘8‘. c) Starting from methylenecyc lR-EHE. show how you create the alkyl halide '—'9 created for the right side of the alkyne above. (2) Br ) Q) C‘ < > + H or Q, d) Can bromocyclobutarie e used for the formation of an alkyne using acetylene? Explain. (2) Uo.Li \ A . 0m” m “’2‘ ...
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