bq2as06 - X402 Test 2, Spring 2006. Answer key. 16 = A, 12...

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X402 Test 2, Spring 2006. Answer key. 16 = A, 12 = B, 8 = C, 4 = D. (Ignores +/-.) To estimate your current course grade, average your two test letter grades so far. If relevant, round toward the most recent test. I will apply the same basic strategy throughout the course. (I am happy to discuss individual situations with you.) A brief, partial answer key follows. Alternative answers are possible in some cases. I have tried to minimize drawing structures here. (You can ask me about any of these, in class or privately.) General comment: I’m somewhat concerned about “sloppy” structures. If you are going to attach a hydroxymethyl group, -CH 2 OH, to something, show it with the attachment to the C -- not to an H or O. I realize how easy it is to just aim a bond in the general direction of the group, but it does not look good. If you show H atoms in a structure (rather than just the C-skeleton), show them correctly. C forms 4 bonds -- almost always. And sometimes you need the H at certain places to see what is going on. If I noted things such as these more than occasionally on your test, please try to be more careful. 1. 1,4-dipropylbenzene + Cl 2 (with Fe or FeCl 3 ) 2-chloro-1,4-dipropylbenzene + HCl. In the following, the underlined atoms switch places. CH 2 CH 2 C H 2 H C H 2 C H 3 C H 3 CH 2 CH 2 C H 2 Cl C H 2 C H 3 C H 3 + Cl -Cl --> + H -Cl 2. a. 2-heptanone (oxidation of secondary alcohol) b. No reaction. Cannot oxidize tertiary alcohol; there is no H available on the alcohol C. c. 1-hexene (elimination, dehydration)
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bq2as06 - X402 Test 2, Spring 2006. Answer key. 16 = A, 12...

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