10.Which of the following five-carbon alcohols would you expect to be the most soluble in ater? A CH3-CH2-CH2-CH2-CH2OH OH CH3-CH2-CH2-CH-CH3 c) OH CHa-CH2-CH-CH2-CH3 D) CH3-CH2-CH-CH2OH CH3 E) CH3- -CH2OH CHa Ans:E 11.What reagent(s)would accomplish the following transformation? CD2OH A) Pyridinium chlorochromate B)LiAIDa then H:O' Ans:A 12.Which statement about the preparation of Grignard reagents is otrue? RX+Mg→RMgX Methyl.primary,secondary,tertiary and aryl halides may be used D)Rearrangement may accompany Grignard formation. E)The halogen may be chloride,bromide,or iodide. Ans:D Page6
Page 6 10. Which of the following five-carbon alcohols would you expect to be the most soluble in water? A) CH3 CH2 CH2 CH2 CH2OH B) CH3 CH2 CH2 CH CH3 OH C) CH3 CH2 CH CH2 CH3 OH D) CH3 CH2 CH CH2OH CH3 E) CH3 CH3 C CH2OH CH3 Ans: E 11. What reagent(s) would accomplish the following transformation? CD2OH C O ? D A) Pyridinium chlorochromate D) Potassium dichromate B) LiAlD4 then H3O+ E) H2SO4 C) H2CrO4 Ans: A 12. Which statement about the preparation of Grignard reagents is not true? RX + Mg RMgX A) The reaction must be done in an ether solvent. B) The reagent should be protected from air. C) Methyl, primary, secondary, tertiary and aryl halides may be used. D) Rearrangement may accompany Grignard formation. E) The halogen may be chloride, bromide, or iodide. Ans: D
3.Predict the product of the following reaction CHMgBr 2)H0 3 C ) CH Ans:D Ether solvents stabilize the Grignard reagent by coordination to the organomagnesium. 8 Ether solvents stabilize magnesium metal by forming a covalent bond Ethers have many acidic protons. E) Ether solvents keep water away from the reaction. Ans Page7
Page 7 13. Predict the product of the following reaction: CH3MgBr 1) 2) H3O+ ? H3C H O A) O B) OH C) OCH3 D) OH E) CH3 C H3C CH3 CH3 Ans: D 14. Grignard reagents are prepared in ether solvents because: A) THF and diethyl ether will dissolve the Mg metal. B) Ether solvents stabilize the Grignard reagent by coordination to the organomagnesium. C) Ether solvents stabilize magnesium metal by forming a covalent bond. D) Ethers have many acidic protons. E) Ether solvents keep water away from the reaction. Ans: B
15.Which is the correct structure for the following IUPAC name? (2S)-2-(hydroxymethyl)-4,4-dimethylcyclohexanone OH Page8
Page 8 15. Which is the correct structure for the following IUPAC name? (2S) - 2-(hydroxymethyl)-4,4-dimethylcyclohexanone A) OH B) O OH C) O OH D) O OH E) O OH Ans: B
16.What is the major product of the following reaction 1-pentanol cHi→？ 入人88 B c) D) 入入 E) 人人8 Ans:E Page9
Page 9 16. What is the major product of the following reaction? 1-pentanol CH3Li ? A) O Li B) C) C H O D) E) O Li Ans: E