課程名稱︰有機化學丙下
課程性質︰必修
課程教師︰劉廣定
開課系所︰醫技系
考試時間︰2006.05.23
是否需發放獎勵金：是的
試題 :
1.give structural formulas for the following:
(a) 3-oxobutanoic acid (b) benzophenone (c) cinnamaldehyde
(d) 2-propenal (e) adipic acid
(f) 2-(4-isobutylphenyl) propanoic acid
(g) phthalic anhydride (h) 4-butanolactone (i) a chiral C5H10O aldehyde
(j) N,N-dimethylforamide
2. difine and illustrate:
(a) crossed Claisen condensation
(b) Keto-enol tautomerism
(c) Saponification
3.arrange the following groups in the increasing order of properties
indicated, and your reason.
(a) acidity: benzoic acid, p-methoxybenzoic acid, m-nitrobenzoic acid
(b) acidity: 2-bromopropanic acid, 2-fluoropropanic acid, hexanoic acid
(c) acidity: ethyl acetoacetate, 1-butanol, 2,4-pentadione
(d) b.p: acetic acid, oxalic acid, methyl formate
(e) reactivity with NH3: benzoyl chloride, ethyl benzoate, ehtyl
p-nitrobenzoate
(f) reactivity with NaBH4: ethyl acetate, pentanal, 3-pentanone
4.briefly discuss the following:
(a)precautions in making Grignard reagents.
(definition, method and precaution)
(b)formation of C-C bonds by using organometallic reagents with carbonyl
compounds ,and with epoxides.
(c)methods for the synthesis of primary amines.
5.answer the followings:
(a) what are the products from the treatment of 1:1 mixture of acetone and
2-butanone with a base.
(b) how would you prepare methyl 4-hydroxybenzoate from toluene?
(c) how would you prepare 3-phenylpropanol from trans-3-phenyl-2-propenoic
acid?
(d) propose a mechanism for the following reaction.
o
acetone + ethane-1,2-diol ----H+---> >〈o〕 + H2O
--
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