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CAS No.: | 2051-76-5 |
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Name: | Acrylic anhydride |
Article Data: | 57 |
Cas Database | |
Molecular Structure: | |
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Formula: | C6H6O3 |
Molecular Weight: | 126.112 |
Synonyms: | 2-Propenoic acid,anhydride (9CI);Acrylic anhydride (6CI,7CI,8CI);Acrylic acid anhydride;NSC32616; |
EINECS: | 218-128-2 |
Density: | 1.065 g/cm3 |
Melting Point: | -20 °C |
Boiling Point: | 203.839 °C at 760 mmHg |
Flash Point: | 85.705 °C |
Risk Codes: | 14-20/21/22-34 |
Safety: | 26-36/37/39-45 |
PSA: | 43.37000 |
LogP: | 0.42820 |
Conditions | Yield |
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With trifluorormethanesulfonic acid; acetic anhydride at 100℃; | 95% |
With triethylamine; benzenesulfonyl chloride; Santonox R; 2-(2-hydroxy-3-tert-butyl-5-methylbenzyl)-4-methyl-6-tert-butylphenyl acrylate; pentaerythritol tetrakis(β-dodecylmercapto)propionate In dichloromethane at 5 - 30℃; for 3h; | 91% |
With methanesulfonyl chloride; triethylamine; Santonox R; 2-(2-hydroxy-3-tert-butyl-5-methylbenzyl)-4-methyl-6-tert-butylphenyl acrylate; pentaerythritol tetrakis(β-dodecylmercapto)propionate In dichloromethane at 5 - 30℃; for 3h; | 79% |
potassium acrylate
acrylic acid anhydride
Conditions | Yield |
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With 10H-phenothiazine; methanesulfonyl chloride; 4-methoxy-phenol In acetone for 0.5h; Reagent/catalyst; Cooling with ice; | 93.3% |
Conditions | Yield |
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With triethylamine In tetrahydrofuran at 20℃; for 16.0833h; Inert atmosphere; Cooling with ice; | 80% |
With triethylamine In tetrahydrofuran at 20℃; for 16h; Cooling with ice; Inert atmosphere; | 80% |
With triethylamine In tetrahydrofuran at 20℃; for 16h; | 75% |
Conditions | Yield |
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With phosphorus oic acid | |
With 10H-phenothiazine; cupric dibutyldithiocarbamate at 90℃; under 18 - 160 Torr; Product distribution / selectivity; Air atmosphere; |
Conditions | Yield |
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In tetrahydrofuran at 20℃; for 2h; |
Conditions | Yield |
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With 1,2-dichloro-ethane; tetracarbonyl nickel | |
With 1,4-dioxane; tetracarbonyl nickel | |
With 1,4-dioxane; tetracarbonyl nickel | |
With 1,2-dichloro-ethane; tetracarbonyl nickel |
Conditions | Yield |
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With 1,4-dioxane | |
With 1,2-dichloro-ethane | |
With 1,4-dioxane | |
With 1,2-dichloro-ethane |
Conditions | Yield |
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With water; acetonitrile; nickel dibromide at 90℃; under 14710.2 Torr; |
The IUPAC name of Acrylic anhydride is prop-2-enoyl prop-2-enoate. With the CAS registry number 2051-76-5, it is also named as 2-Propenoic acid, anhydride. The product's categories are Monomer; Organic acids. It is colorless liquid with strong irritating odor that reacts violently with water and is miscible with ethanol and ether. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.72; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.71; (4)ACD/LogD (pH 7.4): 0.71; (5)ACD/BCF (pH 5.5): 2.06; (6)ACD/BCF (pH 7.4): 2.06; (7)ACD/KOC (pH 5.5): 58.33; (8)ACD/KOC (pH 7.4): 58.33; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.438; (13)Molar Refractivity: 31.1 cm3; (14)Molar Volume: 118.3 cm3; (15)Polarizability: 12.32×10-24 cm3; (16)Surface Tension: 30.7 dyne/cm; (17)Enthalpy of Vaporization: 44.01 kJ/mol; (18)Vapour Pressure: 0.272 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 126.031694; (21)MonoIsotopic Mass: 126.031694; (22)Topological Polar Surface Area: 43.4; (23)Heavy Atom Count: 9; (24)Complexity: 140.
Preparation of Acrylic anhydride: It can be obtained by acrylic acid. This reaction needs reagents copper acetate and diketene.
Uses of Acrylic anhydride: It is used in the preparation of acrylic resin. And it is also used in organic synthesis. For example: it can react with adamantan-1-ol to get acrylic acid adamantan-1-yl ester. This reaction needs catalytic agent acidic catalyst and solvent cyclohexane by heating. The yield is 95%.
When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. And it can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OC(=O)\C=C)\C=C
2. InChI:InChI=1/C6H6O3/c1-3-5(7)9-6(8)4-2/h3-4H,1-2H2
3. InChIKey:ARJOQCYCJMAIFR-UHFFFAOYAS