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April 22, 2006 - CHEM 2370 Dr S A Dandekar April 22,2006...

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CHEM 2370 Dr. S. A. Dandekar April 22" ,2006 Lxalil 4 A (100 points) Select the best answer from the given choices for ANY 20 of questions 1-25. ( 5 points each) You may answer extra questions, without penalty, for possible extra credit. 1. Which product(s) would be produced by acid-catalyzed dehydration of the following alcohol? CH3 I HA, heat CHZ<CHZCHZCH~ and C H ~ C < H C H ~ C H ~ CH3CHCH=CHCH3 and C H ~ C H C H ~ C H - C H ~ CH2 II 2. Which reagent or test could be used to distinguish between cyclopentane and ei cyclopentene? A) concd &So4 J B) Br21CC14 KMn04 (aq), OH- More than one of the above None of the above
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CHEM 2370 Exam 4 A April 22", 2006 3. The addition of bromine to cycIohexene would produce the compound(s) represented by structure(s): e I i; & " D) I alone E) I11 alone 4. hich alkene would you expect to be the major product of the following dehydration? 5. In the structure shown, Hb and H, are classified as: ( $ 5 I /' ( " 3 equivalent protons. 't-4 /;i-c= c , . diastereotopic protons. \ d ' c i\ j \CS+ homotopic protons. 4 zL 11 -', /' i DJ isomeric protons. F 4 E) enantiotopic protons. c i - 4 /
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h a 1 1 1 4 ii April 22"". 2UOo 6. Which of these compounds belongs to the class of substances commonly known as "halohydrins"? A) ICH2CH20H H O C H z C 4 I JT 142 0 What is the chief product of the acid-catalyzed hydration of 2-methyl-2-butene? CH3 ( \\, I , I CH3C-CHCH3 (\, =-= C-J, - G I [ L - ~ \ l 5 I I 3 [ !\ HO OH 3 8. Which is a possible structure f o r . a s h an inde f hydrogen deficiency equal to 3 and which absorbs one molar equivalent of hydrogen when treated with C__ ---_-a47 ------,, d hydrogen and a platinum catalyst? n\k ( l \ k , Page 3
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CHEM 2370 Exam 4 A Aprll22"".2~)6 9. A rnelliod for converting m-2-butene into pure &-2-butene would be: A) trans-2-Butene + ~~0' " d @ h e a t (l\'< 1, ( 6 r \ C 1 % 2 N a N H 2 trans-2-Butene + Br2 -------3 product C C l 4 l i q .
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