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Methacrylic anhydride

CAS No.
760-93-0
Chemical Name:
Methacrylic anhydride
Synonyms
methacrylicacidanhydride;1-Methylacrylic anhydride;Methacrylic acid anhydride;2-methyl-2-propenoicacianhydride;2-Propenoic acid, 2-methyl-, anhydride;METHACRYLIC ANHYDRIDE;methacryloylanhydride;METHACRYLIC ANHTDRIDE;Methacrylsureanhydrid;Methacryloyl anhydride
CBNumber:
CB5317721
Molecular Formula:
C8H10O3
Molecular Weight:
154.17
MDL Number:
MFCD00008586
MOL File:
760-93-0.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:52

Methacrylic anhydride Properties

Melting point -20°C
Boiling point 87 °C13 mm Hg(lit.)
Density 1.04 g/mL at 20 °C
vapor pressure 90Pa at 20℃
refractive index n20/D 1.453(lit.)
Flash point 184 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Miscible with ethanol and ether.
form clear liquid
color Colorless to Light yellow to Light orange
Viscosity 1.85mm2/s
Water Solubility 98g/L at 20℃
Sensitive Moisture Sensitive
BRN 1761982
Stability Stable. Flammable. Moisture-sensitive.
InChIKey DCUFMVPCXCSVNP-UHFFFAOYSA-N
LogP 1.23
CAS DataBase Reference 760-93-0(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII N2RJR03340
NIST Chemistry Reference Methacrylic anhydride(760-93-0)
EPA Substance Registry System Methacrylic anhydride (760-93-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302+H332-H315-H317-H318-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338
Hazard Codes  Xn
Risk Statements  20-37/38-41
Safety Statements  26-39
RIDADR  UN 3265 8/PG 2
WGK Germany  1
RTECS  OZ5700000
10-21
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29161900
Hazardous Substances Data 760-93-0(Hazardous Substances Data)
NFPA 704
2
3 0

Methacrylic anhydride price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 276685 Methacrylic anhydride contains 2,000 ppm topanol A as inhibitor, 94% 760-93-0 100ml $58.8 2024-03-01 Buy
Sigma-Aldrich 276685 Methacrylic anhydride contains 2,000 ppm topanol A as inhibitor, 94% 760-93-0 500ml $86.4 2024-03-01 Buy
TCI Chemical M3139 Methacrylic Anhydride [stabilized with 1,1,3-Tris(3-tert-butyl-4-hydroxy-6-methylphenyl)butane] >97.0%(GC)(T) 760-93-0 100g $54 2024-03-01 Buy
TCI Chemical M3139 Methacrylic Anhydride [stabilized with 1,1,3-Tris(3-tert-butyl-4-hydroxy-6-methylphenyl)butane] >97.0%(GC)(T) 760-93-0 500g $182 2024-03-01 Buy
Alfa Aesar L14357 Methacrylic anhydride, 94%, stab. with ca 0.2% 2,4-dimethyl-6-tert-butylphenol 760-93-0 50g $33.6 2024-03-01 Buy
Product number Packaging Price Buy
276685 100ml $58.8 Buy
276685 500ml $86.4 Buy
M3139 100g $54 Buy
M3139 500g $182 Buy
L14357 50g $33.6 Buy

Methacrylic anhydride Chemical Properties,Uses,Production

Description

Methacrylic anhydride is a reactive monomer used primarily as a monomer in the preparation of polymers, particularly poly(methacrylic acid) and its copolymers. The reaction mechanism involves the formation of covalent bonds between methacrylic acid and acetic anhydride molecules, resulting in the formation of a novel compound. The newly formed compound then undergoes a series of reactions including hydrolysis and polymerisation. Methacrylic anhydride produces polymers with good chemical and thermal stability, which are used in a wide range of applications in various industries such as bio-renewable resins, pH-sensitive hydrogels, thermoset plastics, coatings, adhesives and plastics.

Chemical Properties

Methacrylic anhydride is a colorless transparent liquid which reacts with water exothermically. It can also react with hydroxyl- and amino-groups present in some organic compounds leading to covalent attachment of methacryloyl moieties.

Uses

Methacrylic anhydride is a reactive monomer used for the preparation of different type of monomers under mild reaction conditions. It finds applications in light-curing coatings, cross-linked materials like synthetic resin. It acts as an intermediate for the preparation of fibers and resins.

Preparation

To synthesize Methacrylic anhydride, sodium methacrylate (1 mol), propionyl chloride (3 mol), and a polymerization inhibitor (0.1 mol) were added to a reaction kettle. The mixture was heated to 90-100 ℃ and refluxed for 8 hours. Methacrylic anhydride was then obtained by distilling and collecting fractions at 100-105 ℃. The yield of the product was 98.33%.

Application

Methacrylic anhydride can be used as a starting material to synthesize:
Methacrylated chondroitin sulfate pH-sensitive hydrogels by copolymerization reaction. These hydrogels can be used in drug delivery systems.
High-performance lignin-based thermosets.
Gel polymer electrolyte, which is then integrated with the cathode to form high-performance lithium-ion batteries.
Methacrylic anhydride can be also used as a precursor to synthesize bio-renewable resins for composite applications. For example, it can be used to prepare soybean oil and a eugenol-based resin system. This resin possesses high thermal stability, and good mechanical properties, which makes it a suitable matrix for the pultrusion process.

General Description

Liquid.

Air & Water Reactions

Reacts exothermically with water to form methacrylic acid.

Reactivity Profile

Methacrylic anhydride 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.

Fire Hazard

(Non-Specific -- Methacrylic Acid) Methacrylic anhydride may burn but may not ignite readily. Flammable/ poisonous gases may accumulate in tanks and hopper cars. Some of these materials may ignite combustibles (wood, paper, oil, etc.).

Synthesis

In a 300 ml four-necked flask equipped with a stirrer and a thermometer, pure air was charged with 148.6 mL of acetone, 49.5 g (0.46 mol) of potassium methacrylate, 49.5 mg of 4-methoxyphenol, and 49.5 mg of phenothiazine under an ice bath. It was stirred and dispersed. 25.0 g (0.22 mol) of MsCl was added dropwise thereto over 30 minutes. Then, the mixture was stirred under an ice bath, and when it was confirmed that the exotherm had subsided, the outside temperature was set to 25 ° C., and the reaction was followed by GC while aging for 1 hour. As a result, it was confirmed that MsCl had disappeared. The conversion rate of the crude body was 99.0%. After completion of the reaction, the mixture was filtered using a filter paper, washed with 100 mL of acetone three times, and then acetone was distilled off under reduced pressure to obtain 27.8 g of crude methacrylic anhydride (crude yield 101.0% with respect to MsCl, GC). Purity 98.0%) was obtained. Subsequently, the crude product was distilled under reduced pressure under pure air to obtain 26.1 g of methacrylic anhydride (b.p.53 ° C. (O.4 kPa), yield 94.8% with respect to MsCl, GC purity 99.6%).

Purification Methods

Distil the anhydride at 2mm pressure, immediately before use, in the presence of hydroquinone. [Beilstein 2 IV 1537.]

79-41-4
760-93-0
Synthesis of Methacrylic anhydride from Methacrylic acid
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View Lastest Price from Methacrylic anhydride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Methacrylic anhydride pictures 2024-12-23 Methacrylic anhydride
760-93-0
US $5.00 / kg 1kg ≥98% 200mt/year Jinan Finer Chemical Co., Ltd
Methacrylic anhydride pictures 2024-12-23 Methacrylic anhydride
760-93-0
US $99.00-66.00 / kg 0.0010000000474974513kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Methacrylic anhydride pictures 2024-12-23 Methacrylic anhydride
760-93-0
US $15.00 / kg 1kg 99% 20MT Hebei Zhuanglai Chemical Trading Co.,Ltd
2-Propenoicacid,2-methyl-,anhydride Methylacrylic acid anhydride Methacryloyl anhydride methacryloylanhydride Methacrylic anhydride contains 2,000 ppM topanol A as inhibitor, 94% 3-Methyl-2-oxobut-3-enoyl 3-Methyl-2-oxobut-3-enoate Methacrylic anhydride, 94%, stabilized Methacrylic anhydride, stabilized with &ap:0.2% 2,4-dimethyl-6-tert-butylphenol METHACRYLIC ANHYDRIDE A-METHYLACRYLIC ANHYDRIDE 2-METHYL-2-PROPENOIC ACID ANHYDRIDE 2-METHYLPROPENOIC ANHYDRIDE 2-Methylacrylic acid anhydride METHACRYLIC ANHYDRIDE, STAB. METHACRYLIC ANHTDRIDE Methacrylsureanhydrid Methacrylic anhydride, 94%, stab. with ca 0.2% 2,4-dimethyl-6-tert-butylphenol 2-Methyl-prop-2-enoic acid anhydride Bis(methacrylic acid)anhydride Bismethacrylic anhydride Di(methacrylic acid)anhydride Dimethacrylic anhydride 2-methylacrylic acid methacryloyl ester Methacrylic Anhydride, Stab. With ca 0.2% 2,4-Dimethyl-6-Tert-Butylphenol Methacrylic Anhydride [stabilized with 1,1,3-Tris(3-tert-butyl-4-hydroxy-6-methylphenyl)butane] 2-methyl-2-propenoic acid (2-methyl-1-oxoprop-2-enyl) ester 2-Propenoic acid, 2-methyl-, 1,1'-anhydride 1-Methylacrylic anhydride 2-methyl-2-propenoicacianhydride 2-Propenoic acid, 2-methyl-, anhydride Methacrylic acid anhydride methacrylicacidanhydride Methacrylic anhydride (6CI, 8CI) 2-Methacrylic anhydride 760-93-0 60-93-0 H2CCCH3CO2O Organic Building Blocks Carboxylic Acid Anhydrides Carbonyl Compounds Building Blocks Organic acids Carbonyl Compounds Carboxylic Acid Anhydrides Organic Building Blocks Anhydride Monomers Monomers Polymer Science 760-93-0