CHEM 242 AMINES CHAP 22 ASSIGN
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1 CEM 242 AMES CAP 22 ASSG 1. Which of these is an acceptable alternative name to "(1-methylbutyl)amine" A. 2-aminopentane B. 2-pentanamine C. isopentylamine D. sec-pentylamine E. Both A) and B) 2. What type of amine is -methyl-2-methyl-3-hexanamine A. primary B. secondary C. tertiary D. quaternary E. none of these 3. Which reagent could be used to separate a mixture of aniline and toluene A. KMn 4 in 2 B. dilute a C. dilute ac 3 D. Ag( 3) 2 E. dilute 4. What compound is likely to be obtained via the following reaction sequence E. 2 2 i., 0-5 o C ii. Cu iii. Fe/ iv. a, 2 v., 0-5 o C vi. 3 P 2 2 P 2 5. What would be the product, L, of the following reaction E. 2 i. ac ii. 2, i C 2 1 P a g e
2 6. ow could one carry out this synthesis A. S 2; then 3; then 3P 2 B. C 3Li, ether; then 3, 2, i C. S 2; then 3; then 2, a D. P 5; then 3; then, a 2, 0-5 C E. P 5; then C 3 2; then KMn 4, -, heat 2 7. Predict the major product of the following reaction sequence. A B C D E 8. What would be the product of the following reaction sequence E. Answers A) and C) only i. C 3 ii. Ag 2, 2 iii. heat 9. Which is the major product of the following reaction E. 2 i., 0-5 o C ii., a 2 2 P a g e
3 10. Which of these compounds is expected to possess the lowest boiling point A. C 3C 2C 2C 2C 2 2 B. C 3C 2C 2C 2C 3 C. (C 3C 2) 2C 3 D. (C 3C 2) 2C E. (C 3) 3CC Which of the following compounds would be the weakest base E Which of these is the strongest acid E Which of the following compounds would be the strongest base E What reagent can effect the following transformation A. Fe/; then - B. 2 C. 3P 2 D. CuC E., then P a g e
4 15. Which reagent would serve as the basis for a simple chemical test that would distinguish between the pair of compounds listed below A. Ag 3 in 2 B., 0-5 C then -naphthol C. Dilute a D. C 6 5S 2 and - in 2 E. Dilute 2 2 and 16. What would be the product of the following reaction sequence A. p-bromobenzamide B. p-bromobenzaldehyde oxime C. p-bromobenzenesulfonamide D. p-bromoaniline E. 4-bromo-3-chlorobenzoic acid i) KMn 4, a, heat ii) 3 + iii) P 5 iv) a 3 v) heat vi) Which product could not be formed during the following reaction E o C 18. Which of the following can be used to prepare 2-aminopentane (pure) D. and. (1mol) 2-bromopentane + (1mol) 3 LA. (1mol) 2-bromopentane + (1mol) a 3 Et 2 E. and K 2-bromopentane 2. Phthalimide 2 C Rank the following substances in order of decreasing basicity (more basic > less basic). A. B > D > A > C B. C > D > A > B C. A > C > B > D D. D > B > C > A E. C > A > D > B 4 P a g e
5 20. What reagent can effect the following transformation A. Fe/; then - B. 2S, 3, C 2 5 C. 2, i, high pressure D. Zn(g)/ E. Raney i What would be the product of the following reaction sequence E. i), Al 3 ii) (C 3 ) 2 iii) LiB 3 C 22. What is the chief product of the ofmann elimination reaction applied to the compound shown E. 5 P a g e
6 23. The process shown below is known as the ofmann Elimination. What will be the major product A B C D E 24. What is the final product in the Curtius rearrangement of the acyl azide formed from butanoyl chloride E. 2 2 C 25. What reagents would be required to accomplish the transformation shown below 3 one of these would work. A B C D E 26. Which combination of reactants will not produce A. i. LiAl 4, ether ii. 2 B. i. LiAl 4, ether ii. 2 C. + 2 ab 3 C D. + 2 ab 3 C 2, a E. 6 P a g e
7 27. Predict the product of the following reaction. All of these will be formed as products of this reaction. A B C D E 28. Which of the following is not a product or intermediate that is formed along the pathway of the following reaction A. B. C. D. E. All of these will be formed as products or intermediates of this reaction. 7 P a g e
8 AME DATE ASWER SEET CEM 242 CAP 22 ASSG SPRG P a g e
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