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Acrylic anhydride

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Name

Acrylic anhydride

EINECS 218-128-2
CAS No. 2051-76-5 Density 1.065 g/cm3
PSA 43.37000 LogP 0.42820
Solubility N/A Melting Point -20 °C
Formula C6H6O3 Boiling Point 203.839 °C at 760 mmHg
Molecular Weight 126.112 Flash Point 85.705 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39-45 Risk Codes 14-20/21/22-34
Molecular Structure Molecular Structure of 2051-76-5 (Acrylic anhydride) Hazard Symbols N/A
Synonyms

2-Propenoic acid,anhydride (9CI);Acrylic anhydride (6CI,7CI,8CI);Acrylic acid anhydride;NSC32616;

Article Data 57

Acrylic anhydride Synthetic route

79-10-7

acrylic acid

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
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%
10192-85-5

potassium acrylate

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
With 10H-phenothiazine; methanesulfonyl chloride; 4-methoxy-phenol In acetone for 0.5h; Reagent/catalyst; Cooling with ice;93.3%
79-10-7

acrylic acid

814-68-6

acryloyl chloride

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
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%
108-24-7

acetic anhydride

79-10-7

acrylic acid

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
With phosphorus oic acid
With 10H-phenothiazine; cupric dibutyldithiocarbamate at 90℃; under 18 - 160 Torr; Product distribution / selectivity; Air atmosphere;
7446-81-3

sodium 2-propenoate

814-68-6

acryloyl chloride

2051-76-5

acrylic acid anhydride

814-68-6

acryloyl chloride

13270-28-5

Lithium acrylate

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;
814-68-6

acryloyl chloride

acrylacidic sodium

acrylacidic sodium

2051-76-5

acrylic acid anhydride

79-10-7

acrylic acid

74-86-2

acetylene

carbon monoxide

carbon monoxide

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
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
79-10-7

acrylic acid

74-86-2

acetylene

tetracarbonyl nickel

tetracarbonyl nickel

2051-76-5

acrylic acid anhydride

Conditions
ConditionsYield
With 1,4-dioxane
With 1,2-dichloro-ethane
With 1,4-dioxane
With 1,2-dichloro-ethane
74-86-2

acetylene

carbon monoxide

carbon monoxide

A

2051-76-5

acrylic acid anhydride

B

79-10-7

acrylic acid

Conditions
ConditionsYield
With water; acetonitrile; nickel dibromide at 90℃; under 14710.2 Torr;

Acrylic anhydride Specification

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

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