final%20exam%20grading%20key%2008Dec18

final%20exam%20grading%20key%2008Dec18 - Name ~_8(-------...

Info iconThis preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: Name ~_8(------- Fa1l200B, 4:122 Final Exam 1) Draw the indicated structures and reagents. No mechanisms. [3 pts each box) a) Two different combinations of Wittig reagent and carbonyl that give the alkene at nght. Show EACH Wittig and carbonvl pair in a separate box. o \-1[\\ ~_" \::::.T ew t- 6'\d b) Two different alkylation reactions that give the product at right. Start with two different enolates. . ~ OQ- \)~A1~ 7)~\<;,Ot- G{,ts rt~ ~.~ I ~ ~~ F;~ ~~S \ ~ Ctts CNt~ _\ ~M)3. ~ ~}) ~~l ~ ,- ~~~Lt , ~ l ~~ G(,.t~ ~ 1h ~p ~ \ 1 ~ a;tJz.- 1'L4 -0 -- A H2NCH2C02CH2CH=CHCH3 CH 3 0 CCH CH=CHCH C",N Name_ke---+-~ __ Fall 2008 4-122 page 2 of 8 2) Select all choices that apply. One or more answers are possible for each, [4 pts; # correct - # incorrect) fl ,8i (:=0 a) Select the structure(s) consistent with these spectrocopy data: strong stretch between 1780- 1680 cm' ; broad peak(s) be.tween 3~OO-3400 cm- 1 ; no peaks 2200-2300 cm- 1 ; multiple peaks.2800-3D,OO cm- 1 . {?\.\ '-..>Yt ~ 0 V"rH.$ ($0 S 3 0-"t" CH OCH 2 C",CCH 2 CHO 3-bromo-4-phenylpentanoic acid 3-methy\-4-pen n-2-ol HOCH 2 C",CCH 2 CH OH -p~\r"&"'---- b) Which of the structures have a H-NMR that contains a doublet from spin-spin splitting. o II CHJOCH:zCOCH2CH3 a CH3 Cl I I I CH~-CH -CQ-I J I I H H a 0 I I II r CH~H2COCH(Q-IJh I a E r+ ) t:" c) Which of the structures have a H-NM that has an integration of 3H : 2H : 2H : 3H ?...
View Full Document

Page1 / 7

final%20exam%20grading%20key%2008Dec18 - Name ~_8(-------...

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online