Question

A. What is the best procedure to prepare isopropyl methyl ether (CH)CHOCH? a. isopropyl iodide and NaOCH, b. isopropyl iodide and methanol c. methyl iodide and KOCH(CH) d. methyl iodide and (CH).CHOH B. Which alkyl halide would be most reactive in an S2 reaction? сн, a. (CHC-CHCI b d. B. What is the order of increasing reactivity for the following nucleophiles (least first)? Cно Н.О CH CO CHS Which is not a polar aprotic solvent? C. ь. снCN с. снон d c. a. сн, сн, D. When a mixture of equal amounts of 2-bromopentane and 2-bromo-3-methylbutane react with 0.5 equivalents of NaOEt, which of the following is produced in the greatest amount? a. E. Select the reaction that proceeds faster? Explain your choice! (CH), ССI + Н,о (CH)COHHC (сH)с-снон (сH),с-снсI + но Rank these substances according to the rate of precipitation of NaCI when treated with a solution of Nal in acetone (fastest to slowest) E. F. Rank these substances according to the rate of solvolysis in aqueous ethanol (fastest to slowest). 13-bromo-1-butene Il isopropyl bromide Ill methyl bromide Which of the following solvents is aprotic? CHCHOH CHCH,NHCH CHCHOCH CH CH со,н G. II ш IV

Answer 1

1. A) The best procedure to prepare isopropyl methyl ether, (CH) CHOCHz is - © methyl iodide and KOCH(CH3)2 because CH3 Note: Don't be confused about option #3 P 13 Grool JCH-OH K Hoke) CH3 CH3 so, option & @ is correct. al this alkal halide arould be most reactive in an SN reaction Hence option @ is correct. By Order of increasing reactivity for the following theo < 04, 2009 < chap < Chezo Neutral child langesize Srnallize

17 EY Rank of the substance according to the rate of precipitation of wall when treated with a Solution of Nal in acetone (fasted to slowest) i — G) (IT) CH3-CH2-0-elle che non this solvent is aprotie Fy Rank of the to substances according to the poate of sevölysis in aqueous ethanoldfarted to slowest) is - (IIt) Methiola de Bromide > ID isopropyl bromide \(1) 3-bromo-1-beetene

1. C7 Among them a Hz OH is not polas apostie concent, because it can donate proton (H+). le Cth-8 - H le proton will be attached to more to electronegative atom poker as Causes lange dipste ne paco moment. Hence, option @ CH₂ H å correct. here Dy When mirtereof equal amounts of 2-boom openfarne and a-bromo-3-methylbut ane react with 0.5 equivalents of Naost, a bad this product is produced in the greatest amount. Hence, safinca e option is correct. As a PT AdH 62 따