Quiz%202%20Spr%202005

Quiz%202%20Spr%202005 - o C HBr ∆ dil. HF/H 2 O O 2. H+/H...

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CHEM 235 Spring 2005 Quiz 2 This quiz is worth 20 points of your final grade of 1000 points. It consists of four questions of a comparable degree of difficulty to the mid-term and final exams. You are only required to answer two of these questions over a period of 30 minutes. Please clearly indicate which two of the four questions you wish to have graded. Question 1 . (10 points) Choose 4 of the following 6 structures or names. Where a structure is given, write the name of the compound. Where a name is given, write the structure. ( R )-1-phenylbutane-1,4-diol 12-crown-4 CH 3 O 2 N 2-(methoxymethyl)tetrahydrofuran OH HO O Cl OH OCH 2 CH 3
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Question 2 . (10 points) Fill in the missing information (reactant, reaction conditions or product) for 4 of the following 7 reactions. Note there may be more than one major product. OCH 3 OH CH 2 Cl 2 /25 o C 1. CH 3 MgBr/ether mCPBA Na 2 Cr 2 O 7 /H + POCl 3 pyridine, 0
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Unformatted text preview: o C HBr ∆ dil. HF/H 2 O O 2. H+/H 2 O OH OH SOCl 2 / ∆ OH OH F O Si Question 3 . (10 points) Predict the outcome of ONE of either reaction A or B , and explain your reasoning in terms of the reaction mechanism and the structures energies of the possible intermediates formed during the reaction: OCH 3 HBr/CH 3 OH (A) (B) ∆ O HBr/H 2 O ∆ Question 4 . (10 points) Complete one of the following two sections (a) Rank the following five compounds in order of increasing acidity (decreasing pK a – most acidic = 1, least acidic = 2): CH 3 CH 2 OH CF 3 CH 2 OH CH 3 CF 2 OH CH 3 CH 2 CH 2 CH 2 CH 2 CH(CH 3 )OH (CH 3 ) 2 CHOH (b) Explain why one of the reactions below generates the desired ether product in good yield, but the other does not: OH 1) NaH/ether 2) Br O OH 1) NaH/ether 2) Br 80% yield O 3% yield...
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This note was uploaded on 10/28/2010 for the course CHEM 235 taught by Professor Dr.poole during the Spring '10 term at Ball State.

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Quiz%202%20Spr%202005 - o C HBr ∆ dil. HF/H 2 O O 2. H+/H...

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