exercise #1: Review of the`full Monty’ of alkene reactions Organic Chem II Alfred State College Fill in the reagent(s) and conditions for converting 2-methyl-2-hexene to each of the products below: Fill in the missing boxes involved in the conversions of isobutylene below: ~100% anti-Markovnikoff Provide examples of three different pathways leading to cyclo compounds Zn-Cu amalgam/ether a) ethene + CH2I2 ------------ cyclopropane Simmons-Smith reaction OH- b) ethene +CHCl3 --------------- carbene insertion light c) ethene + CH2N2 ----------- c yclopropane + N2 diazomethane carbene insertion wet CCl4 OH- d) ethene + Br2 ----------------------------- halohydrin route to epoxide There are two alternative routes to make anti- versions of 1,2-dihydroxyethane from ethene. What are they ? Formic acid/peroxide a) ethene ------------------- wet CCl4 OH- H+ b) ethene +Br2----------- -------------------------------------- There are two different choices of reagents leading to syn-versions of 1,2-dihydroxyethane from ethene. What are they ? a) KMnO4 cold b) OsO4 in ether Predict the polymer formed by reacting: n etc…. 7. What alkene originally was present if the final product of ozonolysis is:
exercise #1: Review of the`full Monty’ of alkene reactions Organic Chem II Alfred State College Fill in the reagent(s) and conditions for converting 2-methyl-2-hexene to each of the products below: Fill in the missing boxes involved in the conversions of isobutylene below: ~100% anti-Markovnikoff Provide examples of three different pathways leading to cyclo compounds Zn-Cu amalgam/ether a) ethene + CH2I2 ------------ cyclopropane Simmons-Smith reaction OH- b) ethene +CHCl3 --------------- carbene insertion light c) ethene + CH2N2 ----------- c yclopropane + N2 diazomethane carbene insertion wet CCl4 OH- d) ethene + Br2 ----------------------------- halohydrin route to epoxide There are two alternative routes to make anti- versions of 1,2-dihydroxyethane from ethene. What are they ? Formic acid/peroxide a) ethene ------------------- wet CCl4 OH- H+ b) ethene +Br2----------- -------------------------------------- There are two different choices of reagents leading to syn-versions of 1,2-dihydroxyethane from ethene. What are they ? a) KMnO4 cold b) OsO4 in ether Predict the polymer formed by reacting: n etc…. 7. What alkene originally was present if the final product of ozonolysis is:
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