中原大學九十二學年度博士班入學招生考試

92年6月11日　08:30~10:00　化學系　　 誠實是我們珍視的美德，
我們喜愛「拒絕作弊，堅守正直」的你！
科目：有 機 化 學 和 無 機 化 學  

A. 有機化學
Chose the correct answer (only one) in questions 1-10(20%)
1. Which of the following statements concerning trans-1-tert-butyl-3- methylcyclohexane is correct?
  (a). The methyl group is in axial position.
(b). The butyl group is in axial position.
(c). The cyclohexane ring is in boat form
(d). the methyl group has 50% chance in axial position
(e). none of the above
     
2. Which of the following reaction usually gives trans product ?
  (a). Diels-Alder reaction
(b). Wittig reaction
(c). bromination of cyclohexene
(d). 1,3-dipolar cycloaddition
(e). hydroboration
     
3. Which of the following reaction might involve anion
  (a). ozonolysis
(b). Beckmann rearrangement
(c). Dieckmann cyclization
(d). chlorination of methane
(e). Diels-Alder reaction
     
4. Which of the following compounds undergoes addition reaction with HCl ?
  (a). benzene
(b). acetylene
(c). propane
(d). methyl ethyl ketone
(e). ethylene diol.
     
5. Which of the following polymer is made by condensation polymerization ?
  (a). PVC (b). PP (c). PS (d). PET (e). ABS
     
6. Which of the following reaction does not involve carbon cation ?
  (a). SN1 (b). Friedel-Crafts alkylation (c). pinacol rearrangement (d). SN2 (e). E1
     
7. Which of the following natural products has no chiral carbon
  (a). amino acid (b). DNA (c). fatty acid (d). carbohydrate (e). protein
     
8. How many peaks are there in the 13C nmr spectrum of 3-ethylpentane ?
  (a). 2 (b). 3 (c). 4 (d). 5 (e). 7
     
9. Which compound has bond angle nearest to 120° ?
  (a). H2C=O (b). CHI3 (c). O=C=S (d). CH4 (e). carbon dioxide
     
10. The reaction CH4 + Cl2 → CH3Cl + HCl is an example of
  (a). neutralization
(b). an oxidation reaction
(c). an isomerization
(d). a radical chain reaction
(e). an reduction reaction
     
11. The following is part of the total synthesis of prostaglandin developed by E. J. Corey. Give the mechanism for each step and the product from the last step appeared in this sheet. (30%)
 


B. 無機化學
1. (10%) Give point group for each of the following molecules.
  a. benzene b. 1,2-dichlorobenzene c. 1,4-dichlorobenzene d. PF5 e. C60
     
2. (20 %) Define , π and δ molecular orbitals by using the d atomic orbitals.
     
3. (10 %) Carbonyls with exceptionally low ν(CO) frequencies are found
for negative oxidation states (e.g., [Ti(CO)6]2-;ν(CO) = 1747 cm-1) or where a single CO is accompanied by non-π-acceptor ligands (e.g., [ReCl(CO)(PMe3)4]; ν(CO) = 1820 cm-1). These complexes show short M─C and long C─O bonds. Explain.
     
4. (10 %) Construct the C3v character table.