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Examples for solution

Dive into pyrolytic elimination reactions, their compositions, and configuration determinations of corresponding formulas. Explore olefin configurations and transformation into perspective formulas. Identify products and understand the regiospecific nature of these reactions.

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Examples for solution

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  1. Examples for solution the only one product the only one product

  2. Examples for solution main product main product side product main product side product

  3. Examples for solution main product side product main product side product

  4. Examples for solution mixture of two components main product side product

  5. Examples for solution

  6. Acetates pyrolysis Pyrolytic elimination Reactions are cis- stereospecific and regiospecific Reactions are characteristic for acetates or xanthates –Chugaev reaction and t-aminoxides – Cope elimination Reaction proceeds via cyclic intermediate

  7. What is the product of (2R,3S)-2-(3-phenylbutyl)acetate? Pyrolytic elimination • Composition of corresponding formula • Configuration determination • Transformation into perspective formula • Cis-(syn-) elimination • Determination of olefine configuration • Composition of proper name (E)-2-phenylbut-2-ene

  8. What is the product of pyrolysis of (1R,2R)-1,2-diphenyl-2-deuterioethylacetate? Pyrolytic elimination • Composition of corresponding formula • Configuration determination • Transformation into perspective formula • Cis-(syn-) elimination • Determination of olefine configuration • Composition of proper name -CH3COOD (Z)-diphenylethene

  9. Reactions are cis- stereospecific and regiospecific Preparation of xanthate: Pyrolytic elimination – Chugayev reaction Reactions proceed via cyclic state

  10. What is the product of (S)-methyl-(2R,3R)-O-(3-methylpent-2-yl) xanthate pyrolysis? Pyrolytické eliminace (Z)-3-methylpent-2-ene - CH3SH, COS

  11. Reactions are cis- stereospecific and regiospecific Preparation of t-aminoxide Pyrolytic elimination – Cope reaction oxidation of t-amines Reactions proceed via cyclic intermediate after reaction olefin and substituted hydroxylamin are obtained

  12. Cope elimination of N-oxides Pyrolytic elimination

  13. Hofmann elimination of quarternary ammonium hydroxides Reaction starts with t-alkylamines, which in the following reaction are alkylated to quaternary ammonium salts In the further step they are transferred into quaternary ammonium hydroxides

  14. Hofmann elimination of quarternary ammonium hydroxides

  15. Hofmann elimination of quarternary ammonium hydroxides Reactions are regiospecific, but not stereospecific During the reaction the most acidic b-hydrogen atom is split off. ( „antisaytzeff rule“ – that b-hydrogen atom splits off to produce the least branched olefin In the molecule there are 3 b-hydrogen atoms, which might be eliminated ---- in the reaction the most acidic proton splits off and the least branched olefin is formed

  16. Hofmann elimination of quarternary ammonium hydroxides During reaction the most acidic b-hydrogen atom splits off Name this compound and carry out the Hofmann elimination in the molecule they are 2 different b- hydrogen atoms, which might be eliminated ---- during the reaction the most acidic hydrogen is eliminated and the least branched olefin is formed

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