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8487-Exam-1B-answers-KEY - Wednesday February 2 2011 CHM...

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Wednesday, February 2, 2011 CHM 2211-8487 Exam #1 Form B Answer Page 1 of 2 Answer sheet pts. Please LAST PRINT NAME: First name: UFID: /100 Put your answers in the spaces, or check your answer 1. ( 3 pts ) Number the compounds (MW 72–74) in order of increasing boiling points (1 = lowest, 4 = highest) CHO O OH CO 2 H 1 2 3 4 _____ 2. ( 11 pts ) (a) Reagent , (b) solvent to obtain cyclopropane products. (c) Complete the product structures.. H + I 2 CH 2 Zn(Cu) (b) Solvent: Et 2 O or THF (a) Reagent: C H 2 (c) Products: Et H Et + H 2 C H H Et Et H H Et Et (d) The relative configuration (position of substituents) in the alkene and in the products is __ trans ___. (e) With respect to stereochemistry , the reaction is said to be stereo specific _____ (complete the term). (f) Both products are £ਿ anomers, £ਿ diastereomers, enantiomers, £ਿ meso compounds. (g) Both products are formed in equal amounts, £ਿ in unequal amounts. [For credit: Answers for (f) and (g) must be correct and consistent] (h) The name (proper name) of the reaction is ___ Simmons-Smith ___________ Reaction . _____ 3. ( 12 pts
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