Diallyl isocyanurate
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Diallyl isocyanurate
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CAS No:
6294-79-7
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Formula:
C9H11N3O3
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Chemical Name:
Diallyl isocyanurate
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Synonyms:
1,3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3-di-2-propen-1-yl-;s-Triazine-2,4,6(1H,3H,5H)-trione,1,3-diallyl-;1,3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3-di-2-propenyl-;s-Triazine-2,4,6(1H,3H,5H)-trione,diallyl-;1,3-Di-2-propen-1-yl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;Diallyl isocyanurate;1,3-Diallylisocyanurate;1,3-Diallylisocyanuric acid;NSC 11691;DA-IC;DA-ICA;1,3-Bis(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione;1,3-Bis(prop-2-en-1-yl)-1,3,5-triazinane-2,4,6-trione;1,3-Diallyl-[1,3,5]triazinane-2,4,6-trione;1,3-Diallyl-1,3,5-triazinane-2,4,6-trione;131212-86-7;2369021-37-2
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CAS No:
Safety Information
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Diallyl isocyanurate Use and Manufacturing
General procedure: 2L separable flask was charged with 407 g of xylene and 7.63 g (0.045 mol) of cupric chloride dihydrate, and a twin star blade and a bar baffle were set and set on a water bath. A reflux condenser (cooling tube) equipped with a dropping funnel, 254 g (1.02 mol) of triallyl cyanurate and 102 g of xylene, attached to a separable flask and equipped with a three-way stopcock for nitrogen sealing in the remaining mouth, and it was fitted with a thermometer. While nitrogen sealing was performed from the top of the condenser, the inside of the separable flask and the inside of the dropping funnel were replaced with nitrogen three times, confirming that the oxygen concentration was 0.3percent by volume or less, and stirring (508 rpm) was started. After raising the temperature of the water bath and confirming that the internal temperature was controlled at 65 °C., half of the raw material of the dropping funnel was charged. After about 90 minutes, heat generation due to heat of reaction was observed, the peak temperature became 100 °C., and when the reaction almost finished and the temperature reached 75 °C. or lower at the end of the reaction, all the remaining raw materials were charged, and after about 120 minutes Heat generation was observed and the peak temperature was 98 °C. After stirring the exotherm, stirring was continued for 20 minutes. Xylene was distilled off from the resulting reaction solution and filtered with a Kiriyama funnel to obtain an oily matter. From analysis by gas chromatography, the purity of triallyl isocyanurate was 99.7percent, and the yield was 90percent. Except that 61 g (1.02 mol) of acetic acid was added to the dropping funnel side, The reaction was carried out in the same manner as in Example 1, and after completion of the reaction, it was cooled to 40 ° C. After the reaction, 127 g of water was charged, After the solid content (diallyl isocyanurate) was completely precipitated, The mixture was filtered through a Kiriyama funnel, and cakes were washed with 127 g of toluene in the obtained cake. Cake washing was carried out with 127 g of water. The obtained solid content (diallyl isocyanurate) was placed in a vacuum dryer and dried at 70 °C. and 1, 000 Pa ABC or less for 7 hours. Analysis by gas chromatography showed that the purity of diallyl isocyanurate was 99.9percent , And the yield was 90percent. Except that the reaction temperature was set to 60 °C and the materials of the dropping funnel were charged all at once, In the same manner as in Example 2, diallyl isocyanurate was obtained. Analysis by gas chromatography showed that the purity of diallyl isocyanurate was 99.9percent, And the yield was 92percent.6.45 g (50 mmol) of isocyanuric acid, 670 mg (2.5 mmol) of triphenylphosphine as an organophosphorus compound and 25.8 g of xylene as a solvent were placed in a reaction vessel, and after purging with nitrogen, a trade name E101 NE / W (manufactured by Evonik Degussa Co., Ltd., palladium-supported activated carbon catalyst supporting a mixture of zero valent metallic palladium and divalent palladium compound in terms of palladium atoms in terms of palladium atoms) to 266 mg (125 mumol as the above palladium), and the mixture was stirred at 95 C. for 1 hour.Then, 13.1 g (225 mmol) of allyl alcohol as an alkenyl type alcohol was added dropwise over 1 hour, and the reaction was carried out for 6 hours while only the organic layer out of the xylene, allyl alcohol, and water azeotropicaly distilled with Dean Stark was returned to the system.After the reaction, insoluble matter was filtered off.As a result of analyzing the filtrate, 68.1% of triallyl isocyanurate and 13.0% of 200 ml flask was equipped with a thermometer, and 10.45 g 150 g (0.72 mol) of the
Computed Properties
Molecular Weight:209.20
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:209.08004122
Monoisotopic Mass:209.08004122
Topological Polar Surface Area:69.7
Heavy Atom Count:15
Complexity:308
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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DIALLYL MALATE Structure
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