課程名稱︰有機化學乙上 課程性質︰必帶 課程教師︰楊吉水 開課學院：工學院 開課系所︰化工系 考試日期（年月日）︰2011/10/20 考試時限（分鐘）：110 是否需發放獎勵金：是 （如未明確表示，則不予發放） 試題 : 一.Multiple choice(單選題, 每題2分, 共40分) Identify of the choice that best completes the statement or answers the question. 1.Which of the structures below contain an sp2 hybridized carbon? H H H H / / | / H-C+ H-C: H-C-H H-C: \ \ | H H H I II III IV (A)I and II (B)III and IV (C)I and III (D)II and IV (E)I and IV 2.Correctly compare the bond length and strength for the molecules below: H H \ / C=C H-C≡C-H / \ H H I II (A)The shortest and the strongest bond is found in molecule I (B)The shortest and the strongest bond is found in molecule II (C)The shortest and the weakest bond is found in molecule I (D)The shortest and the weakest bond is found in molecule II (E)The bonds are of identical length and strength 3.In which structures below does the oxygen have a formal charge of +1? .. .. .. .. Ｈ:Ｏ:Ｈ Ｈ:Ｏ: Ｈ..Ｃ::Ｏ: H3Ｃ:Ｏ:ＣH3 .. 　　 .. .. Ｈ ＣH3 I II III　　　　　 VI (A)I only (B)II only (C)I and III (d)I and IV (E)I, III and IV 4.The correct depiction of induction for a C-F is: ←┼ (A)C─F ┼→ (B)C─F ↑ (C)C┼F ┼ ┼ (D)C┼F ↓ (E)C→F 5.Select the correct sequence identifying the partial charges for atoms in the following molecule: II→ :O: III ║ ↙ C ／ ＼ H—C C—H /| |\ H:Cl: H H .. ↖ I (A) I=δ+; II=δ+; III=δ+ (B) I=δ-; II=δ-; III=δ- (C) I=δ+; II=δ+; III=δ- (D) I=δ-; II=δ-; III=δ+ (E) I=δ+; II=δ-; III=δ+ 6. In molecular orbital (MO) theory, the molecular orbital of highest energy that is occupied with an electron is referred to as: (A)degenerate (B)the LCAO (C)the LUMO (D)the HOMO (E)antibonding 7.From left to right, indicate the hybridization of the indicated atoms in the following molecule: H .. .. / Ｏ=Ｃ=Ｎ-Ｃ-H .. \ H ↑ ↑ ↑ ↑ I II III IV (A)I-sp; II-sp2; III-sp3; IV-sp2 (B)I-sp2; II-sp; III-sp2; IV-sp3 (C)I-sp3; II-sp2; III-sp; IV-sp2 (D)I-sp2; II-sp3; III-sp2; IV-sp (E)I-sp2; II-sp2; III-sp2; IV-sp3 8.Which of the following molecules has a net dipole moment of zero? H F H F H H H F H Cl \ / \ / \ / \ / \ / C=C C=C C=C C=C C=C / \ / \ / \ / \ / \ F H H F F F F F F H I II III IV V (A)I (B)II (C)III (D)IV (E)V 9.Of the given molecules, which would be expected to have the greatest solubility in the solvent butane? H H H H H H H H \ | .. \|/ \ ..- + \ .. / H-C-C-Ｏ: H C H H-C-Ｏ:Na H-C-Ｏ-C-H / | \ \ | / / .. / .. \ H H H H-C-C-C-H H H H / | \ H H H I II　　　　III IV (A)I (B)II (C)III (D)IV (E)I and IV would have equal solubility in butane 10.Which of the following is a Newman projection for the following compound as viewed down the indicated bond? Cl H Br H │ Br │ Br Cl │ H Cl │ H ≒ 　＼ │ ／ ＼ │ ／ 　＼ │ ／ 　＼ │ ／ ／＼／ ╭｜╮ ╭｜╮ ╭｜╮ ╭｜╮ ◣ ╱＼ ╱＼ ╱＼ ╱＼ Cl ／ ︶ ＼ ／ ︶ ＼ ／ ︶ ＼ ／ ︶ ＼ Cl │ H H │ Br │ H │ Br H (A) (B) (C) (D) 11.What is the % of the R enantiomer in a sample of carvone that has a specific rotation of 30, given that the specific rotation of R-carvone is -61? (A)22.5% (B)51% (C)49% (D)74.5% 12.What is the relationship between the following two molecules? Br │ ◥ H┼Br ＼／＼ Br┼H ◣ │ Br (A)Enantiomers (B)Diastereomers (C)Identical (D)Constitutional Isomers 13.In the following reaction, how many H's do you add or lose? ／＼ \\／＼／\\ ────→ │ ║ ＼／ (A)add 1 (B)add 2 (C)lose 1 (D)no change 14.Which of the following structures contains an amide? O ／＼ O ＼＿= N　 ∥ \ NH ∥ ／ ￣ ／＼ \__/ ／＼／＼ NH2 OH 1. 2. 3. 4. (A)1 (B)2 (C)3 (D)4 15.Which of the following is a correct resonance structure of A? 　　　　　　　　 + + ／＼／ ／＼／ ／＼／ ／＼／ ／＼／ ∣　｜+ ｜　｜ ∥　∣+　 ∣ ∥　 ∣ ∥ ＼〃 ＼〃 ＼／ ＼／ ＼／ + A 1 2 3 4 (A)1 (B)2 (C)3 (D)4 16.Which of the following is the conjugate acid of the following base? _ N H2 + (A)N H4 + (B)N H3 (C)NH3 -2 (D)NH 17.What is wrong with the following arrow? ┌──┐ │ ↓_ │ N H2 　　 _ ＼＿=╴H ────→ ＼╴= + NH3 ／ ￣ ／ ￣ (A)It should start on the alkene carbon (B)It should start on a hydrogen attached to the nitrogen (C)It should start on the anion on nitrogen, end at the H on the alkyne, and a srcond arrow should start at the bond between the C and H on the alkyne and end on the terminal carbon of the alkyne (D)There should be two arrows- one from nitrogen and one from the alkyne carbon 18.Which of the following is the strongest acid? O O O O 　　∥ Cl ∥ F ∥ I ∥ (A)／＼ (B) ＼／＼ (C) ＼／＼ (D) ＼／＼ 　　　 OH　　 OH　　　　　　　OH OH 19.How many of the following pairs of structures are depicting the same compound? _　 H H 1. ≒ 2. H │ CH2 │ H ／＼ ＼ │ ／ ＼ │ ／ │ ｜　｜ and t-Bu /＼／/＼ 　 ╭│╮ ╭│╮ and /＼／/ ＼／ ＼/／＼/ ／＼ ／＼ /／＼/ ▲ ／ ︶ ＼ ／ ︶ ＼ ／｜＼ H │ CH2 │ CH3 H H 3. H H 4. CH3 ／＼▼／＼ | H │ CH2CH3 │ │　 │ and /＼／/＼／/ ＼ │ ／ ＼／▲＼／ /／＼/／＼/ ╭│╮ and ／＼|／＼／ H |　　 ／＼ | H ／ ︶ ＼ 　　　　　　　 H3CH2C 　│ CH3 CH3 H CH3 5. ／＼ꈠ ／＼￥ 　│ │◥CH3 and │ │◥H ＼／ ＼／ ≒◥H ≒◥CH3 CH3 H (A)1 (B)2 (C)3 (D)4 (E)5 20.There are four different substituents,(1)-CN, (2)-CH=CH2, (3)-CH2NH2, (4)-CH2Br on an asymmetric carbon. Which is the correct priority for determining the R/S configuration? (A) (4)>(1)>(3)>(2) (B) (4)>(2)>(1)>(3) (C) (1)>(2)>(4)>(3) (D) (1)>(2)>(3)>(4) (E) (2)>(3)>(1)>(4) --

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