课程名称︰有机化学乙上 课程性质︰必修 课程教师︰刘绪宗 开课学院：工学院 开课系所︰化工系 考试日期（年月日）︰2010/10/21 考试时限（分钟）：120 是否需发放奖励金：是 （如未明确表示，则不予发放） 试题 : 1.Provide the correct name for the following compounds(20) (A) ＼╱ (B) ∣ (C) CH3 (D) ＿╱ I (E) ∣ ／＼／＼／＼ ▕ I ＿/ ╲╱ ╱╲▁ ／＼／＼／＼／ ∣ ∣ H3C—C—CH3 ∣ ∣ '''╲╱ ▕ ＼ ╱ CH3 (F) (G) (H) ＿ (I) ＿ (J) F F ╱╲╱ ∣ ＿ ∕ ﹨ ∣ ∣ CH2Cl2 ∣ ╲╱╲╱ / ＼∕╲╱ ╱╲╱╲ ▲ ∣ ∣ ∣ ╲ ╱ F 2.Draw the two chair conformations of the following compound, and tell which is more stable, why?(6) HO ▼＿ ▁╱ ╲▁∠ ╲＿╱ ﹨ 3.Please draw all possible staggered conformation (in Neuman projections) with respect to C2-C3 of butane. Indicate (i) which has Gauche interaction (ii)which is in the lowest energy?(6) 4.Classify the following species into Nucleophile, Electrophile, Lewis acid and Lewis base.(12) ⊕ ⊕ Θ H NH3 BF3 Na H3C: H3C—≡—CH3 5.Structure of bicyclo[2.2.1]heptane is shown below. Please draw the Neuman projection along C2-C3 and show all the torsional strain.(6) 7 ▕﹨ 4 5 ＿▕_﹨＿＿3 ▕ ▕＿＿＿/ ▕ ／1 2 ▕／ 6 6.Assign R,S configurations to indicated chiral center in the molecules below. (15) NH2 H CH3 │ (D)? │ │ (C)? │↙ H2N ＿＿│＿＿ CH3 │↙ HOOC──┼──H ╲ ╱ │ ╲ ╱ HO──┼──CH2OCH3 │ ╲ ╱ │ ╲╱ │ H──┼──NH2 ∕ │ ﹨ │ │ ∕ (A)?│ ﹨ CH2OH │ | ↘│ | COOH | ⊙ |←(B)? O (E)? | ╱ ＼ | ∥ ↙ ﹨ ╱ ＼ ∕ ╱╲,,,∕ H ﹨ ╱ ＼ ∕ ∣ ∣ ﹨ ╲ ╱ ＼ ╲_o ╲╱ ╲＿＿＿＿＿ ╱ ＼ ∥ ∣ OH ∥ ∣ O H 7.Reaction of CH3CH3 with Cl2 under irradiation of light yields CH3CH2Cl. Provide the detail mechanism of this reaction.(10) 8.Conformational exchange is shown below. Please tell which is more stable, and by? kcal/mol. Br Explain your answer ∣ ∣ ＿ ∕╲ ╱/ \╲ ╱﹨ 1,3-diaxial interaction of ∕ ╲╱∕ ——→ ﹨╲╱ ﹨ Br ∕╱╲ ∣∕ ←—— ﹨ ╱╲﹨ Br←→H 0.25kcal/mol (6) ╲/╱ ╲∕ ﹨╱ ╲\╱ 9.How would you resolve the racemic mixture of a? Please use scheme to show the detail procedurea. COOH COOH ∣...H H...∣ ╱▼ ▼╲ HO Et Et OH ╰───╮───╯ a (10) 10.Please draw the structure of (R)-2-bromobutane in Fischer projection.(5) 。 11.The specific optical rotation of an organic compound A is +120 . What would be th specific optical rotation value of a solution containing 60% A and 40% of its mirror image?(4) --

※ 发信站: 批踢踢实业坊(ptt.cc) ◆ From: 140.112.247.148 ※ 编辑: tdjpl 来自: 140.112.247.148 (10/21 18:38)