Midterm 2 - Cl, ll?A F rcoq Last First BOX B When does your...

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Unformatted text preview: Cl, ll?A F rcoq Last First BOX B When does your lab meet? (circle the time) Morning Afternoon Evening Signature stD # rtttsW*.- Kr CHEMISTRY 112A Second Midterm Examination Fall 2009 November 23, 2009 (Monday) 10:10 - 11 :00 am INTN 1020 /e*s in # L BOX A What day does your'lab meet? (circle the day) Mon Tues Weds Thurs BOX C Circle Your Teaching Assistant's Name Ashby, Jonathan Borukova, Svetlana Carp, Bobby Ellinger, Martin Garcia, Angie Krishnan, Mahesh Lu, Wenhao Meyet, Courtney Pierce, Conor Romero, Carmen Tao, Yuanqi Ung, Gael Xiao, Yongsheng Xu, Paul Zhang, Xing Total (100) The back page is blank and can be torn off and used as scratch paper. cooH /H cHs ." - \* "t O' I'-r^-;rcHg I l'oH \.4on H V#t 30points l. Answer each of the problems below. I I A. What reagent (or pair ol reagents) can transform the reactant (methycyclohexene) to each of the products shown below? Show your answer by placing the correct letter, a'f, in front of the reagent(s) i - x shown in the box to the right. (4 pts each, total = 24 Pts) +F Reaoent(s) i. Br2 @ii. Br2, H2o-@,,t (1)oso4 iv- (2) NaHSO3 (1) Hg(OAc)2, HzO (2) NaBH4 (1) m-CPBA (2) H3O+ @ @ v. vi. (1) BHs, THF (21 HzOz, H2O, NaOH vii. (1) Os (2) Zn, H3O+ viii. CH2l2,2n(Cu) Gf ix. cH.rs, NaoH @)-x. KMnoa, H3o+ +& +p t I i B. For the bromo alcohol stereo-formula shown in part A, circle the two correct statements given i nenw. (3 pts each = 6 pts) 1. lt has two diastereomeric forms and the chirality center bearing the bromine atom has an R- configuration. 2. lt has two diastermmeric forms and the chirality center bearing the bromine atom has an S- 3 configuration. ,.'a.7Ctt. I l'oH \Ae' H CHo O"ll o .A/.cHs I t'H \AH OH (Note that in this problem, chiral products are all racemic mixtures, but only one of the enantiomers is shown)'-"1rrOHs t--,l:' OH 16 +f,6 +rb B. lt has one diastereomeric form and the chirality center bearing the bromine atom has an R- 4. lt is one ol four stereoisomers, all of which are chiral. 5. lt is one of three stereoisomers, one of which is an ,*, f-\ "ifr 4M tfrt Name You must indicate your answer by circling the 20 points ll. Do each ol the following multiple choice questions. correct answer. (5 pts each) A. What isthe IUPAC name lor the alkyne shown in the box. Circle the correct answer. (5 pts) 1. 5-Bromo-2-heptyne 2. 3-Bromo-5-heptyne 3. 2-Bromo-2-methyl4-hexyne 4. S-Bromo-S,$dimethYlhexYne Br I H3C-C=C-CH2;C-CHg tz3'1 tcr." 86-01 answer'uo'"I,r*hL- Br\A/ k ft:\ ,,lo r,. )\/ B. Which ol the following compounds is not formed in the following reac'tion? Circle the correct 1z\sl4 'ol ilt I | .. '. I : Note: NBS is N-bromosuccinimide [ 'ru-p,, r I whosg structurg i",'"'-o'*"rrrrrtve V-ar i : \ CPost-10-4 i ....
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This note was uploaded on 04/03/2010 for the course CHEM chem112a taught by Professor Okamura during the Fall '09 term at UC Riverside.

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Midterm 2 - Cl, ll?A F rcoq Last First BOX B When does your...

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