chm2211sfekey - CHM 2211 Organic Chemistry II KEY Final...

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CHM 2211 Organic Chemistry II KEY Final Exam Review Questions Examples of the types of questions you can expect to see on the final
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1. The IUPAC name for the formula CH 3 CH 2 CH 2 CHOHCH=CH 2 is 1. 5-hexene-3-ol 2. 1-hexene-3-ol 2. 1-hexene-5-ol 4. n-propyl ally alcohol 5. allyl n-butyl ether 2. What is the order of reactivity toward S N 2 displacement in the following series? A. B. C. 1. A>B>C 2. A>C>B 3. B>A>C 4. B>C>A 5. C>A>B 3. The principal organic product formed in the reaction below is 1. CH 3 CHBr(CH 2 ) 8 COOH 2. CH 2 BrCH 2 (CH 2 ) 8 COOH 3. CH 2 =CH(CH 2 ) 8 COBr 4. CH 2 =CH(CH 2 ) 7 CHBrCOOH 5. none of these 4. Treatment of with HCl gives 1. 2. 3. 4. 5. CH 3 C CH 2 CH 3 CH 3 Cl CH 2 CH 2 CH 2 CH 3 Cl CH 3 CH CH 2 CH 3 Cl CH 2 =CH(CH 2 ) 8 COOH + HBr peroxide CH 2 C CH 3 CH 3 CH 3 OH CH 2 CH 2 CH 2 CH 2 CH 3 Cl CH 2 CH CH 2 CH 3 CH 3 Cl CH 3 C CH 2 CH 3 CH 3 Cl CH 3 CH CH 3 CH 3 CH 2 CH 2 CH CH 3 CH 3 Cl
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5. A compound which is insoluble in cold, concentrated sulfuric acid is 1. n-hexane 2. 1-hexene 3. 2-hexyne 4. ethyl acetate 5. benzyl alcohol 6. Which reagent would convert cyclohexene into a cis -glycol? 1. sodium tert-butoxide in chloroform 2. hydrogen peroxide and aqueous acetic acetic acid 3. ozone and moist zinc dust 4. periodic acid 5. cold dilute potassium permanganate 7. Which statement is correct for an S N 1 reaction at a chiral carbon atom? 1. the product will be optically active, but have the opposite configuration 2. the reaction will involve racemation 3. a carbanion is formed as an intermediate 4. the rate of the reaction is a function of the concentration of the nucleophile 5. the attacking group will be a strong electrophile 8. Which does NOT involve a carbocation? 1. (CH 3 ) 3 CCl + AgNO 3 2. (CH 3 ) 3 COH + HCl 3. (CH 3 ) 3 CH + Cl 2 + uv light 4. CH 3 CH=CHCH 2 OH + H 3 O + 9. The reagent which would distinguish between 1-hexyne and 1-hexene is 1. Ag(NH 3 ) 2 + 2. KMnO 4 3. Br 2 in CCl 4 4. H 2 SO 4 5. NaOH 10. In methyl alcohol solution, bromine reacts with ethylene (ethene) to yield BrCH 2 CH 2 OCH 3 in addition to 1,2-dibromoethane because 1. the methyl alcohol solvates the bromine. 2. the ion formed initially may react with Br 1- or CH 3 OH. 3. this is a free radical reaction. 4. the reaction follows Markovnikov’s rule. 5. of none of these reasons.
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11. The important minor product from the reaction of sodium cyanide with 2-iodopentane in anhydrous acetone is 1. 1-pentene 2. 2-pentene 3. pentane 4. 2-pentanol 5. 4,5-dimethyloctane 12. The monochloroisomer that predominates in the mixture resulting from the free radical chlorination of CH 3 CH 2 CH 2 CH=CH 2 is 1. ClCH 2 CH 2 CH 2 CH=CH 2 2. CH 3 CHClCH 2 CH=CH 2 3. CH 3 CH 2 CHClCH=CH 2 4. CH 3 CH 2 CH 2 CCl=CH 2 5. CH 3 CH 2 CH 2 CH=CHCl 13. When a solid organic compound is recrystallized, the cold filtrate from the cooled mixture is 1. saturated with the compound. 2. an unsaturated solution of the compound.
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This note was uploaded on 07/26/2009 for the course CHEM 2211 taught by Professor Grow during the Spring '09 term at Pensacola Junior College.

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chm2211sfekey - CHM 2211 Organic Chemistry II KEY Final...

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