Practice_Quiz_8

Practice_Quiz_8 - solution of Br 2 in CCl 4 in the dark...

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Practice Quiz 8 Chemistry 322aL (1) Complete the chemical reactions below by providing the major organic product, as requested, within each box. You do not need to show byproducts of the reactions or any mechanisms. Provide stereochemical details in the products wherever they are important. C=C CH 3 CH 3 H H + Br 2 CH 3 30% H 2 SO 4 H 2 O product does not decolorize Br 2 /CCl 4 CH 3 CH 2 CH=CH 2 + Br 2 H 2 O CH 3 CH 2 C=C H H CH 3 + CH 2 I 2 Cu(Zn) diethyl ether (A) (B) (C) (D) C C Br Br CH 3 CH 3 H H meso diastereomer CH 3 OH C C CH 2 CH 3 CH 2 H H CH 3 as a racemate CH 3 CH 2 CHCH 2 Br OH as a racemate
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(2) Provide the products of the following oxidation reactions of 1-methylcyclohexene. CH 3 cold, dil. KMnO 4 , HO - (i) O 3 /CH 2 Cl 2 , -78 o C (ii) Zn, H 2 O (i) KMnO 4 , HO - /H 2 O, heat (ii) H 3 O + CH 3 OH OH + enantiomer CH 2 CH 2 CH 2 CH 2 CH 3 C=O CH = O CH 2 CH 2 CH 2 CH 2 CH 3 C=O COOH
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(A) The most reactive alkene in the acid-catalyzed hydration reaction is (B) Compound A is soluble in cold, concentrated sulfuric acid but does not decolorize a
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Unformatted text preview: solution of Br 2 in CCl 4 in the dark. Which structure below is consistent with these observations? (C) Which of the following reactions of 1,2-dimethylcyclopentene are stereospecific syn-additions? OH Cl CH 3 CH 3 (i) OsO 4 /pyridine (ii) NaHSO 3 Br 2 CCl 4 CH 2 N 2 h ! , ether Br 2 H 2 O A B C D (3) Answer the questions below. (4) Provide short syntheses as requested below. You may use any needed reagents but you must start with the designated starting materials. (A) Br Br Br as a racemate (B) CH 3 OH CH 3 CCH 2 CH 2 CH 2 COOH O = starting compound product starting compound Br KOBu-t t-BuOH Br 2 CCl 4 Br Br as a racemate product CH 3 OH conc. acid heat CH 3 (i) KMnO 4 , KOH, H 2 O, heat (ii) H 3 O + CH 3 CCH 2 CH 2 CH 2 COOH O...
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Practice_Quiz_8 - solution of Br 2 in CCl 4 in the dark...

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