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760-93-0

Basic Information
CAS No.: 760-93-0
Name: Methacrylic anhydride
Article Data: 46
Molecular Structure:
Molecular Structure of 760-93-0 (Methacrylic anhydride)
Formula: C8H10O3
Molecular Weight: 154.166
Synonyms: 2-Propenoicacid, 2-methyl-, anhydride (9CI);Methacrylic anhydride (6CI,8CI);Methacrylicacid anhydride;Methacryloyl anhydride;NSC 24159;
EINECS: 212-084-8
Density: 1.021 g/cm3
Melting Point: -20 °C
Boiling Point: 202.3 °C at 760 mmHg
Flash Point: 84.4 °C
Solubility: 98g/L at 20℃
Appearance: liquid
Hazard Symbols: HarmfulXn
Risk Codes: 20-37/38-41
Safety: 26-39
Transport Information: UN 3265 8/PG 2
PSA: 43.37000
LogP: 1.20840
Synthetic route
79-41-4

poly(methacrylic acid)

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20℃; for 0.5h;99%
With magnesium dimethacrylate; di-tert-butyl dicarbonate at 25℃; for 4h; Reagent/catalyst;99%
With 10H-phenothiazine; trifluorormethanesulfonic acid; acetic anhydride at 95℃; Reagent/catalyst; Temperature;95%
920-46-7

Methacryloyl chloride

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
With pyridine; 1,1,1-trichloro-3,3,3-trifluoro-propan-2-one; water In toluene for 0.5h; Ambient temperature;93%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at -10℃; for 3h;80%
With sodium hydroxide; tetrabutyl-ammonium chloride In toluene at -10℃; for 3h;7%
79-41-4

poly(methacrylic acid)

920-46-7

Methacryloyl chloride

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
With triethylamine In benzene at 70℃;92%
Stage #1: Methacryloyl chloride With pyridine; hydroquinone In toluene
Stage #2: poly(methacrylic acid) In toluene at 50 - 65℃;
83%
With triethylamine In benzene
With sodium hydroxide In water
With sodium hydroxide In water
5536-61-8

sodium methacrylate

541-41-3

chloroformic acid ethyl ester

A

760-93-0

methacryloyl anhydride

B

21982-91-2

carboethoxymethacrylic anhydride

Conditions
ConditionsYield
With 4-methoxy-phenol; tetrabutylammomium bromide In H2O (water) < 309.3g; toluene 192g at 15℃; for 4h;A n/a
B 87.5%
With 4-methoxy-phenol In water at 5 - 35℃; for 7 - 30h;
tributylphenylphosphonium chloride at 10℃; for 3h;
5536-61-8

sodium methacrylate

541-41-3

chloroformic acid ethyl ester

A

760-93-0

methacryloyl anhydride

B

21982-91-2

carboethoxymethacrylic anhydride

C

105-58-8

Diethyl carbonate

Conditions
ConditionsYield
With 4-methoxy-phenol; tetrabutylammomium bromide In water at 20℃; for 3h;A n/a
B 80%
C n/a
tetrabutyl phosphonium bromide at 10℃; for 4.5h;
methyl(tri-n-octyl)ammonium bromide at 10℃; for 1.5h;
702-98-7

2-methyladamantan-2-ol

A

177080-67-0

2-methyl-2-adamantyl methacrylate

B

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
A 40%
B n/a
115-11-7

isobutene

A

79-41-4

poly(methacrylic acid)

B

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
With oxygen; silica gel; Te/Pd-containing-silica-supported catalyst In water; tert-butyl alcohol at 75℃; under 18001.8 - 36003.6 Torr; for 0.75h; Product distribution / selectivity; Autoclave;A 34.2%
B 17.5%
674-82-8

4-methyleneoxetan-2-one

79-41-4

poly(methacrylic acid)

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
With copper (I) acetate
79-41-4

poly(methacrylic acid)

98-88-4

benzoyl chloride

A

760-93-0

methacryloyl anhydride

B

46318-87-0

benzoyl (meth)acrylate

C

93-97-0

benzoic acid anhydride

Conditions
ConditionsYield
With P4-VP In dichloromethane at 0℃; for 1h; Yield given. Yields of byproduct given;
potassium methacrylate

potassium methacrylate

760-93-0

methacryloyl anhydride

Conditions
ConditionsYield
With thionyl chloride; Petroleum ether
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Chemistry

Product Name: Methacrylic anhydride (CAS NO.760-93-0)

MF: C8H10O3                           
MW: 154.16
Mol File: 760-93-0.mol
EINECS: 212-084-8 
Surface Tension: 29 dyne/cm 
Density: 1.021 g/ml 
Flash Point: 84.4 °C
MP: -20°C  
Enthalpy of Vaporization: 43.85 kJ/mol 
Boiling Point: 202.3 °C at 760 mmHg 
Vapour Pressure: 0.294 mmHg at 25°C 
BRN: 1761982
Index of Refraction: 1.443 
Molar Refractivity: 40.05 cm3 
Molar Volume: 150.9 cm3 
XLogP3-AA: 1.8
H-Bond Donor: 0
H-Bond Acceptor: 3
Structure Descriptors of Methacrylic anhydride (CAS NO.760-93-0):
  IUPAC Name: 2-methylprop-2-enoyl 2-methylprop-2-enoate
  Canonical SMILES: CC(=C)C(=O)OC(=O)C(=C)C
  InChI: InChI=1S/C8H10O3/c1-5(2)7(9)11-8(10)6(3)4/h1,3H2,2,4H3 
  InChIKey: DCUFMVPCXCSVNP-UHFFFAOYSA-N
Product Categories: Organic acids; Carbonyl Compounds; Carboxylic Acid Anhydrides; Organic Building Blocks; Anhydride Monomers; Monomers; Polymer Science

Uses

 Methacrylic anhydride (CAS NO.760-93-0) is used as light-curing coatings, cross-linked materials such as synthetic resin.

Toxicity Data With Reference

1.    

ihl-mus LC50:450 mg/m3/2H

    85GMAT    Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure Izmerov, N.F., et al.,Moscow, USSR.: Centre of International Projects, GKNT,1982,80.

Consensus Reports

EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

Safety Profile

Poison by inhalation. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ANHYDRIDES.
Safety information of Methacrylic anhydride (CAS NO.760-93-0):
Hazard Codes: Xn
Risk Statements: 20-37/38-41
R20:Harmful by inhalation ;
R37/38:Irritating to respiratory system and skin ;
R41:Risk of serious damage to eyes ;
Safety Statements: 26-39
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice ;
S39:Wear eye/face protection ;
RIDADR: UN 3265 8/PG 2
WGK Germany: 1
RTECS: OZ5700000
F: 10-21
HazardClass: 8
PackingGroup: II

Specification

 Methacrylic anhydride , its CAS NO. is 760-93-0, the synonyms are  1-Methylacrylic anhydride ; 2-Propenoicacid,2-methyl-,anhydride ; 2-Methyl-2-propenoicacianhydride ; Methacrylic acid anhydride ; Methacryloyl anhydride ; Methacrylicacidanhydride ; Methacryloylanhydride . Methacrylic anhydride (CAS NO.760-93-0) reacts exothermically with water. The reactions are sometimes slow, but can become violent when local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.