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2051-76-5
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Acrylic anhydride
???(??):
prop-2-enoyl prop-2-enoate;ACRYLIC ACID ANHYDRIDE;JACS-2051-76-5;ACRYLIC ANHYDRIDE;Diacrylic anhydride;PROPENOIC ANHYDRIDE;Acyrlic acid anhydride;2-PROPENOIC ACID ANHYDRIDE;acrylic acid acryloyl ester;2-Propenoic acid,1,1'-anhydride
CBNumber:
CB4325738
???:
C6H6O3
??? ??:
126.11
MOL ??:
2051-76-5.mol

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-20 °C
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85-86°C 17mm
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1,094 g/cm3
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77°C
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2-8°C
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InChI
InChI=1S/C6H6O3/c1-3-5(7)9-6(8)4-2/h3-4H,1-2H2
InChIKey
ARJOQCYCJMAIFR-UHFFFAOYSA-N
SMILES
C(=O)(C=C)OC(=O)C=C
CAS ??????
2051-76-5(CAS DataBase Reference)
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  • ?? ? ???? ?? (GHS)
?? ???? ?? 14-20/21/22-34
????? 26-36/37/39-45
????(UN No.) 3265
?? ?? 8
???? II
HS ?? 2916199590
????(GHS): GHS hazard pictograms
?? ?: Warning
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?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H317 ????? ?? ??? ??? ? ?? ?? ??? ?? ?? 1 ?? GHS hazard pictograms P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ?? GHS hazard pictograms
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P261 ??·?·??·???·??·...·????? ??? ????.
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
P301+P312 ??? ???? ??? ????(??)? ??? ????.
P302+P352 ??? ??? ??? ?? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
2
3 0

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Acrylic anhydride can be used to prepare specialty acrylate, acrylamide monomers or acrylic resin. It forms cyclic anhydrides on polymerization and can not be used as a crosslinker.

Synthesis

The synthesis of Acrylic anhydride is as follows:
In a 3-liter, four-necked glass reactor provided with a thermometer and a stirrer were placed, in a dry air atmosphere, 1,240 g of methylene chloride, 1.08 g (0.5% by mass) of Sumilizer GM, 0.65 g (0.3% by mass) of Sumilizer TP-D, 0.65 g (0.3% by mass) of Sumilizer WX-R, 216 g (3.0 mol) of acrylic acid and 264 g (1.5 mol) of benzenesulfonyl chloride. The mixture was cooled to 5°C. Then, 304 g (3.0 mol, 1 equivalent relative to the acids generated from benzenesulfonyl chloride) of triethylamine was dropwise added in 2 hours with the temperature of the reaction mixture being controlled at 30°C or lower. After the completion of the dropwise addition, stirring was made for 1 hour with the same temperature being kept. The reaction mixture was analyzed by GC, which indicated that the conversion of acrylic acid was 99%. After the completion of the reaction, 375 g of water was added to the reaction mixture to wash the reaction mixture. The reaction mixture was further washed twice each time with 563 g of water, after which distillation was conducted to remove methylene chloride. The yield of the acrylic acid anhydride obtained was 172 g and 91% and its purity by GC analysis was 99%, and no high-molecular by-product was detected.
synthesis of Acrylic anhydride.png

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