[試題] 99下 陸天堯 有機化學 第二次期中考 PART1

[liltwnboiz (TCL)]

課程名稱︰有機化學
課程性質︰醫學系大一下必修
課程教師︰陸天堯
開課學院：
開課系所︰
考試日期（年月日）︰2011/04/21
考試時限（分鐘）：110
是否需發放獎勵金：是 謝謝
（如未明確表示，則不予發放）

試題 :


                Organic Chemistry for Department of Medicine
                           2nd Midterm Examination
                    April 21, 2011 10:20 a.m. - 12:10 noon

Each of the following problems has 5 statements and only one statement is
the correct answer. Each problem is worth 4 points. Any wrong guess will cost
you 1 extra point.                                  ¯¯¯¯¯¯¯¯¯¯¯¯¯
¯¯¯¯¯¯¯¯¯

1. How many of the following compounds would show aromatic character?
       ＿＿                      ＿＿
      //  \\     H3Ｃ           //  \\
     //    \\      ∥╲＋      //    \\         :Ｎ＝ＣH3
     ╲    ╱      ∥  ＣH3    ╲    ╱╲        ∣  ∣
       ╲╱        ∥╱          ╲╱    ╲    H3Ｃ—ＣH3
        ＋　　　 H3Ｃ　            \\    //
                                    \\  //
                                     ¯¯
          Ｈ            ＿＿
          Ｎ:          //  \\         　      Ｃ—Ｎ　　　　 Ｃ—Ｃ　
        ╱  ╲        //    \\＿＿＿　　　 　//    \\       //    \\
      Ｃ　　　Ｃ      ╲    ╱    ＼╲   　 Ｃ　　　Ｃ     Ｃ　　　Ｃ
     //        \\       ╲╱      　＼╲    　╲  ╱   　　　╲  ╱
     Ｃ        Ｃ         \\           /　　 　 Ｎ　　         Ｓ
      ╲      ╱           \\         /　　　 　Ｈ
        Ｃ＝Ｃ              \\       /
                             ╲  ╱╱
                               ╲╱

   (A) 1  (B) 2  (C) 3  (D) 4  (E) 5


2. The Fischer projection formula of D-glucose is shown below. What is the
   perspective formula of D-glucose?

            ＣHO             僅列出正確型態
          H-┼-OH
          H-┼-OH                 CHO
         HO-┼-H                  ﹨
          H-┼-OH                 HC…OH
            ＣH2OH                ∕
                              HO＞CH
                                  ﹨
                                  HC…OH
                                  ∕
                              HO＞CH
                                  ﹨
                                   CH2OH


Considering the reaction below, answer question 3-5.

          ＣH3    Cl
           \\    ∕           2HBr
　　    　H3Ｃ—ＣH         ────＞  C5H9Br2Cl
　　   　　　　  ﹨
                 HＣ＝ＣH2


3. How many possible products including all possible stereoisomers can be
   obtained?

   (A) 4  (B) 5  (C) 6  (D) 7  (E) 8


4. How many pair(s) of enantiomers is (are) there in the mixture of products?

   (A) 0  (B) 1  (C) 2  (D) 3  (E) 4


5. How many possible products including stereoisomers is (are) in meso form?

   (A) 0  (B) 1  (C) 2  (D) 3  (E) 4


6. How many of the following reactions would give indicated product?

                          H2O, H2SO4                Ｏ
   I    CH3C≡CH   ────────────＞   　　∥
                            HgSO4                CH3ＣCH3

                          excess HBr
   II   CH3C≡CH   ────────────＞   CH3CHBrCH2Br

                          excess Cl2
   III  CH3C≡CH   ────────────＞   CH3CCl2CHCl2
                            CH2Cl2

                      1. H2/Lindlar cat.
   IV   CH3C≡CH   ────────────＞   CH3CHOHCH3
                      2. H2O, H2SO4

                    1. Na/NH3(liq) -78°C
   V    CH3C≡CH   ────────────＞   CH3CHOHCH3
                    2. BH3, HO-, H2O2, H2O

   (A) 1  (B) 2  (C) 3  (D) 4  (E) 5


7. (R)-2-iodopentane is treated with 0.1 equivalent of NaI in acetone until
   the equilibrium is reached. The products would be:

         Ｉ                            I
         ▼    　　0.1 eq. NaI         ︴
        ╱╲╱╲  ───────＞   ╱ ╲╱╲
      　(R)

   (A) 90% (R)-2-iodopentane + 10% (S)-2-iodopentane
   (B) 80% (R)-2-iodopentane + 20% (S)-2-iodopentane
   (C) 50% (R)-2-iodopentane + 50% (S)-2-iodopentane
   (D) 20% (R)-2-iodopentane + 80% (S)-2-iodopentane
   (E) 100% (S)-2-iodopentane


To Be Continued.......

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◆ From: 114.24.171.145
推 ALegmontnick:done
※ 編輯: liltwnboiz      來自: 114.24.171.145       (07/14 22:44)
→ liltwnboiz  :有錯 請重加 感謝
→ shokanshorin:七元環0分XD，然後五元環可以用╴or￣吧?
→ liltwnboiz  :若環上有非C需標明則樓上之方法便不適用
推 ALegmontnick:done