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肉桂酸的合成(Synthesis of cinnamic acid)
肉桂酸的合成(Synthesis of cinnamic acid)
Synthesis of cinnamic acid
Preview content: please refer to Zhou Keyan and other organic chemistry experiments P108 (109)
Experimental purpose
To practice and master the principle and method of preparing cinnamic acid by Perkin reaction.
Practice and master the principles and operation methods of steam distillation.
Practice the use of high temperature distillation and air condenser tubes.
Experimental principle
Benzaldehyde and acetic anhydride in acetic acid catalyzed reaction occurred Perkin reaction preparation of cinnamic acid is a carboxylic acid derivatives of alpha -H reaction, the unreacted benzene formaldehyde in alkaline water vapor distillation can be removed.
Reactive formula:
EMBED ChemDraw.Document.6.0
Drugs and their physical constants
Molecular weight, melting point / (C boiling point / / C relative density, /d204 refractive index, /n20D solubility)
G/100ml 106.13 -56 1791.047 1.5456 benzaldehyde water 0.3 acetic anhydride 102.09 -73 1401.080 1.390412 (pyrolysis) trans cinnamic acid 1481.247544 / 0.0418 CIS cinnamic acid 148.176812519 1.2844 / 60.05 16.6118 1.049 1.3716 slightly soluble acetic acid soluble benzaldehyde (new steam) 3mL (3.2g, 0.03mol)
Anhydrous potassium carbonate (new melt) 3G (0.03mol)
Acetic anhydride 5.5mL (6G, 0.06mol)
Saturated sodium carbonate solution, concentrated hydrochloric acid, activated carbon
Benzaldehyde after a long time containing benzoic acid, the latter will not only affect the reaction, and mixed in the product is not easy to remove, it will affect product quality. Therefore, benzaldehyde used in the experiment had to be re distilled and 170 (180) (C) fractions were collected.
The anhydrous potassium acetate used in this experiment must be freshly baked. When the potassium acetate is heated in an evaporating pan, the salt dissolves in the water of its own crystallization. When water evaporates, it forms solid again. The solid and strong heat and melting, stirring cons
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