1.Which of the following would you expect to have the highest boiling point? B CH.CH.CH CHCH-CH-C Ans: 2.What would be the name of the following? CH;CH2CHBrCHBrCH(CH3) 3 4-dibromo-2-methylhexane 3 4-dibre 1.2-dibromo-1-isopropylbutane c 2.3-dibromohexane Ans:A 3.What would be the major product of the following reaction? Na"'CN DMSO A) H C. CHgCH2 B) NEC: C) D) CH3CH2 E) H Ans:C
Page 1 1. Which of the following would you expect to have the highest boiling point? A) CH3CH2CH2Br D) CH3CH2CH2F B) CH3CH2CH2I E) CH3CH2CH3 C) CH3CH2CH2Cl Ans: B 2. What would be the name of the following? CH3CH2CHBrCHBrCH(CH3)2 A) 3,4-dibromo-2-methylhexane D) 3,4-dibromo-5-methylhexane B) 1,2-dibromo-1-isopropylbutane E) 3,4-dibromo-3-methylhexane C) 2,3-dibromohexane Ans: A 3. What would be the major product of the following reaction? H3C CH3CH2 Br H Na+ -CN DMSO ? A) H3C CH3CH2 CN H B) H3C CH3CH2 N H C C) H3C CH3CH2 H CN D) H3C CH3CH2 H N C E) H3C CH3CH H Ans: C
4.Which of the follwing ould youexpet toreact fastest with the nueleophileI (odide H.CH.CH.E CH.CH.CH.CI Ans:A 5.Complete the following reaction: CH3 CH2B H3C-p CH3 CH3 CH2CH3 HgC-P-Br + CH3 Br CH2 HgC-PLH + CH3 9 CH3 Br CH3 CH3 CH3 HC-PSCH2 +HB A)CH-CI D)CHCH2I E) (CH:)2CHBr Ans:D Page2
Page 2 4. Which of the following would you expect to react fastest with the nucleophile I− (iodide)? A) CH3CH2CH2Br D) (CH3)2CHCH2Cl B) CH3CH2CH2Cl E) (CH3)3CCH2Br C) (CH3)2CHCH2Br Ans: A 5. Complete the following reaction: CH3 P CH3 H3C CH2Br : + ? A) CH3 H3C P Br CH2CH3 + B) CH3 P CH3 H3C CH2 H Br- + + C) CH3 P CH3 H3C CH2 Br- + D) CH3 P CH2 H3C CH3 + + HBr E) no reaction will occur Ans: C 6. Which of the following would you expect to have the weakest C-X bond? A) CH3Cl B) CH3CH2Br C) CH3F D) CH3CH2I E) (CH3)2CHBr Ans: D
7.Which of the following haloalkanes would not undergo the reaction below? R-X CHS CH SR X A)(CH)2CHⅢI B)CH;CI C)(CH3):CBr D)CH;CH2Br E) CH;CH2CH2I Ans:C 8.Predict the major product of the following reaction Me H -OTs NaCN? Et -OTs =-O3SC H4CH3 H CN C) D) E) Ans:c Page 3
Page 3 7. Which of the following haloalkanes would not undergo the reaction below? R-X + CH3S- CH3SR + X- A) (CH3)2CHI B) CH3Cl C) (CH3)3CBr D) CH3CH2Br E) CH3CH2CH2I Ans: C 8. Predict the major product of the following reaction: H Me OTs Et ? NaCN -OTs = -O3SC6H4CH3 A) Et Me CN H B) Et Me H CN C) NC H D) H CN E) Et Me TsO CN Ans: C
9.Predict the major product of the following reaction 2 c) D) E)no reaction occurs Ans:B Page 4
Page 4 9. Predict the major product of the following reaction: Ph H I KN3 ? A) Ph N3 H B) Ph H N3 C) H N3 Ph D) N3 Ph H E) no reaction occurs Ans: B
10.What is the major product of the following two-step reaction? ○m 1)TsCl,pyridine 2)NaCN C C C) Con ◇o raction cun 11.What is the major product of the following reactior 入入Br Ph,P DMSC0、 A) 入人gm,BP B) c) 人。 D E)no reaction occurs Ans:A Page5
Page 5 10. What is the major product of the following two-step reaction? OH 1) TsCl, pyridine 2) NaCN ? A) O Na B) CN C) OTs D) O E) no reaction occurs Ans: C 11. What is the major product of the following reaction: Br Ph3P / DMSO ? A) PPh3 Br + - B) C) P Br D) E) no reaction occurs Ans: A