Exam3_Key

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Columbia University *

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C3443

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Chemistry

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Oct 30, 2023

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9

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LAST name: K@‘)\ First letter of your last name First name: CuID: Organic Chemistry | CHEM C3443 Exam 3 Fall 2012 November 8 On my honor, | have not given or received help on this examination. Signature Page 2: 122 Page 3: 120 Page 4. ne Page 5: n2 Page 6: 4 Page 7: 16 Total: -This document contains a total of 7 pages. CHECK that you have all in this packet. -Write your name on every page. -In addition to this document, all you need is a pencil (or a pen) and an eraser. -ALL OTHER ITEMS SHOULD BE TURNED OFF AND PUT AWAY. -Write your answers clearly and concisely on the space provided. -Use the blank pages to work through the problems, but they will not be graded. -Raise your hand to request scratch paper. -You will not receive a periodic table since it is not needed Good Luck!!!
Name: 1. 22 pts. Draw the structure of the product(s) for the reactions below. Draw dashes and wedges where necessary. 4 \ J - ~ (XS)KMnO, ! {0 —_— g\/ : " W L J N Li/NDs Ul HE—-—O _— " L ] 0 1) 2 eq. BHy N 2) 2eq. H;,0, ¥ eaants NaOH/H,0 ol L ) ; (XS) HCI H%O —_— ol a pis. this pg
. o . . FUE PN i . : RS TS LR B S U RN . FE i AR TR ISN f . - . : C gy et S . ; "V " . i by T : T 7 RN 1 ' [ 1 K . ] ! [T . . . L A Lo . : ) : ) . : N - - Ty FENGPAN ; f . ] / - N \ L\‘ AR - - . Yoy v ! ST AN P " t .. - ' i s - 3 R ¢ * Ve . P r 1 i { Y T Ey - L L . : - . et . il E . . s il . T . - Vi . - . i " ' . .- ' [N ) v R L L Y e i . 0! . { L BX . n . i \!.'. 1\"4.; el } /\ K P
Name: 2. 20 pts. Fill in the chemical structure in the empty boxes below. Compounds A, B, and D are isomers with a molecular formula of CeH1s. Note: There is no need to draw dashes and wedges where chiral centers are formed. A E 1. 0sOy4 i o\ 2.NaHSO4/H,0 OOl pisi g e U 3. NalOy/H,0 ¢HZO, cat H* OH oy iH;,SOa. Hy0, A T T i i B F ) o] 1.03 | Ol 2.Zn/H40* d v KAy _— ¢KOH Pl YA D KMnO, o —_— W 0 NS i pts. this pg
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