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温州医学院
考试科目:Organic Chemistry
I.Choose a letter that designates the correct order of the assigned properties:(16%)
1. Which compound is most stable for the following compounds: ( )
2. For the following compounds which has no characteristic IR absorption at 3300and 3000 cm -1?( )
3. For the following compounds which one is most reactivity in electrophilic reaction of aromatic ring? ( )
4.For the following compounds which one is difficult in the both reaction of SN1,SN2( )
5.For the following compounds which could not undergo iodoform reaction?( )
A Ethanol B acetone C Propanal D butanone
6.The order of Acidity of (1) (2) (3) (4) is: ( )?
1.Ethyne 2. Ethanol 3. Acetic acid 4. Phenol
A 3 4 2 1 B 3 2 4 1 C 4 3 2 1 D3 4 1 2
7. For the following compounds which is weakest base?( )
A Pyridine B Quinoline C amine D Pyrrole 第一 页,共 5 页
8.Which Grignard reagents could be prepared directly by using the following reaction of halide with Mg ? ( )
A. HOCH2CH2Br, B. C. D.
II、Predict the major product in each of the following reactions: (32%)
1.
?
2.
3.
4.
5.
6. ?
7.
8.
9.第二 页,共 5 页
10.
11.
12.
13.
14.
15.
16.
III. How would you prepare the following compounds, starting with corresponding starting materials and any other reagents needed. The procedure may contain several steps. (24%)
1.
2.
3.
4.
第三 页,共 5 页
5.
6.
IV. Mechanism(12%)
1.
2.
V. Propose the structure for the following compounds that fit the corresponding conditions(10%)
Propose the structure for C5H10O that fit the following 1 NMR data
The spectra has only two single peak.
δH:1.02(d,6H),2.12(s,3H),2.22(m,1H)
δH:1.05(t,6H),2.47(q,4H)
2. Compounds A: C6H14,when A reaction with chlorine, 3 ( B,C and D) of different monochlorides could be provided. B and C could react with Pot
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