trans-Cinnamic anhydrideCAS# 21947-71-7 |
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| Cas No. | 21947-71-7 | SDF | Download SDF |
| PubChem ID | 5463289 | Appearance | Powder |
| Formula | C18H14O3 | M.Wt | 278.30 |
| Type of Compound | Phenylpropanoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(E)-3-phenylprop-2-enoyl] (E)-3-phenylprop-2-enoate | ||
| SMILES | C1=CC=C(C=C1)C=CC(=O)OC(=O)C=CC2=CC=CC=C2 | ||
| Standard InChIKey | FXEDRSGUZBCDMO-PHEQNACWSA-N | ||
| Standard InChI | InChI=1S/C18H14O3/c19-17(13-11-15-7-3-1-4-8-15)21-18(20)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12+ | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. trans-Cinnamic anhydride is a acylating agent. |
trans-Cinnamic anhydride Dilution Calculator
trans-Cinnamic anhydride Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.5932 mL | 17.9662 mL | 35.9324 mL | 71.8649 mL | 89.8311 mL |
| 5 mM | 0.7186 mL | 3.5932 mL | 7.1865 mL | 14.373 mL | 17.9662 mL |
| 10 mM | 0.3593 mL | 1.7966 mL | 3.5932 mL | 7.1865 mL | 8.9831 mL |
| 50 mM | 0.0719 mL | 0.3593 mL | 0.7186 mL | 1.4373 mL | 1.7966 mL |
| 100 mM | 0.0359 mL | 0.1797 mL | 0.3593 mL | 0.7186 mL | 0.8983 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Kinetics and mechanism of hydroxy compound cinnamoylation in acetonitrile catalyzed by N-methylimidazole and 4-dimethylaminopyridine.[Pubmed:6864471]
J Pharm Sci. 1983 Apr;72(4):366-9.
The kinetics of reaction of the acylating agents trans-Cinnamic anhydride and trans-cinnamoyl chloride with the hydroxy compounds n-propyl alcohol and water in the presence of N-methylimidazole and 4-dimethylaminopyridine were studied spectrophotometrically in acetonitrile solution at 25 degrees. The acid chloride reacted via the intermediate formation of the N-acyl catalyst, which underwent general base-catalyzed reaction with the hydroxy compound. The anhydride did not form the N-acyl intermediate, but instead underwent direct general base catalysis. In the presence of water, all systems formed the N-acyl intermediate. The mechanistic route followed by the system was determined by the nucleophilicity of the catalyst, the ability of the leaving group, and the polarity of the solvent.
Solvent effects on the cinnamoylation of n-propyl alcohol catalyzed by N-methylimidazole and 4-dimethylaminopyridine.[Pubmed:6864472]
J Pharm Sci. 1983 Apr;72(4):369-72.
The kinetics of reaction of trans-Cinnamic anhydride or trans-cinnamoyl chloride with n-propyl alcohol, catalyzed by N-methylimidazole or 4-dimethylaminopyridine, were studied spectrophotometrically at 25 degrees in methyl ethyl ketone, ethylene dichloride, methylene chloride, and toluene. The acid chloride reacted in all solvents via the intermediate formation of the N-acyl catalyst, which underwent reaction with the alcohol catalyzed by another molecule of the base. The anhydride did not form the intermediate in any of the solvents, but underwent direct general base catalysis. The rate of the anhydride reactions was not sensitive to solvent polarity, whereas the rate of the chloride reactions tended to increase as the solvent polarity decreased. A kinetic analysis is given of the effect of ion-pair formation on the kinetics of acyl transfer in systems where the charged N-acyl catalyst intermediate is formed.
