ChemicalBook > CAS DataBase List > Methacrylic anhydride

Methacrylic anhydride

Product Name
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;methacryloylanhydride;METHACRYLIC ANHYDRIDE;METHACRYLIC ANHTDRIDE;Methacrylsureanhydrid;Methacryloyl anhydride
CBNumber
CB5317721
Molecular Formula
C8H10O3
Formula Weight
154.17
MOL File
760-93-0.mol
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Methacrylic anhydride Property

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
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)
NIST Chemistry Reference
Methacrylic anhydride(760-93-0)
EPA Substance Registry System
Methacrylic anhydride (760-93-0)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

Methacrylic anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methacrylic anhydride manufacturers

Shanghai Xin Cheng Yue Chemical Co.,Ltd
Product
methacrylic anhydride 760-93-0
Price
US $0.00-0.00/kg
Min. Order
1000kg
Purity
99.8%
Supply Ability
100000ton
Release date
2024-01-26
Hebei Saisier Technology Co., LTD
Product
Methacrylic anhydride 760-93-0
Price
US $6.00/KG
Min. Order
1KG
Purity
More than 99%
Supply Ability
2000KG/MONTH
Release date
2024-04-23
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Methacrylic anhydride 760-93-0
Price
US $15.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20MT
Release date
2024-04-22

760-93-0, Methacrylic anhydride Related Search:


  • 1-Methylacrylic anhydride
  • 2-methyl-2-propenoicacianhydride
  • 2-Propenoic acid, 2-methyl-, anhydride
  • 2-Propenoicacid,2-methyl-,anhydride
  • Methylacrylic acid anhydride
  • Methacrylic acid anhydride
  • methacrylicacidanhydride
  • 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 [stabilized with 1,1,3-Tris(3-tert-butyl-4-hydroxy-6-methylphenyl)butane]
  • 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
  • 2-methyl-2-propenoic acid (2-methyl-1-oxoprop-2-enyl) ester
  • 2-Propenoic acid, 2-methyl-, 1,1'-anhydride
  • 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