Acrylic anhydride

Base Information

• Chemical Name: Acrylic anhydride
• CAS No.: 2051-76-5
• Molecular Formula: C6H6O3
• Molecular Weight: 126.112
• Hs Code.: 2916190090
• European Community (EC) Number: 218-128-2
• NSC Number: 32616
• UNII: M4BYS5VWG3
• DSSTox Substance ID: DTXSID70942685
• Nikkaji Number: J149.603D
• Wikidata: Q72436441
• Mol file: 2051-76-5.mol

Synonyms:acryloxide

Chemical Property of Acrylic anhydride

Chemical Property:

• Vapor Pressure: 0.272mmHg at 25°C
• Melting Point: -20 °C
• Refractive Index: 1.438
• Boiling Point: 203.839 °C at 760 mmHg
• Flash Point: 85.705 °C
• PSA: 43.37000
• Density: 1.065 g/cm³
• LogP: 0.42820
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 126.031694049
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

99.9% ^*data from raw suppliers

Acrylic anhydride ^*data from reagent suppliers

Safty Information:

• Statements: 14-20/21/22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)OC(=O)C=C
• Description: Acrylic anhydride is used to prepare specialty acrylate, acrylamide monomers. Forms cyclic anhydrides on polymerization and does not produce crosslinks in polymers. 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%.
• Uses: Acrylic anhydride can be used to prepare specialty acrylate, acrylamide monomers or acrylic resin. It forms cyclic anhydrides on polymerization and can not be used as a crosslinker.

Technology Process of Acrylic anhydride

There total 13 articles about Acrylic anhydride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

→ acrylic acid anhydride (2051-76-5)

Guidance literature:

Reference yield: 95.0%

acrylic acid (79-10-7) → acrylic acid anhydride (2051-76-5)

Guidance literature:

With trifluorormethanesulfonic acid; acetic anhydride; at 100 ℃;

Reference yield: 93.3%

potassium acrylate (10192-85-5) → acrylic acid anhydride (2051-76-5)

Guidance literature:

With 10H-phenothiazine; methanesulfonyl chloride; 4-methoxy-phenol; In acetone; for 0.5h; Reagent/catalyst; Cooling with ice;

upstream raw materials:

acetic anhydride

acrylic acid

sodium 2-propenoate

acryloyl chloride

Downstream raw materials:

2-propenamide

N-(3-Isobutyrylamino-phenyl)-acrylamide

(S)-N-1-ethoxycarbonyl-2-phenylethylacrylamide

N^ε-acryloyl-(S)-lysine

Refernces

• 1、 Pugh, Coleen,Raveendra, Bindu,Singh, Anirudha,Samuel, Reichel,Garcia, Guillermina. "Design and regioselective synthesis of (2-Bromo-2-alkoxycarbonyl)ethyl acrylates as inimers for hyperbranched (Co)polyacrylates". . p. 1947 - 1950. Retrieved 2010.
• 2、 Jian, Zhongbao,Baier, Moritz C.,Mecking, Stefan. "Suppression of chain transfer in catalytic acrylate polymerization via rapid and selective secondary insertion". . p. 2836 - 2839. Retrieved 2015.
• 3、 Delbianco, Martina,Seeberger, Peter H.,Zhu, Yuntao. "Automated Assembly of Starch and Glycogen Polysaccharides". supporting information. p. 9758 - 9768. Retrieved 2021/06/30.
• 4、 Haura, Eric B.,Ji, Haitao,Li, Zilu,Schonbrunn, Ernst,Sun, Luxin,Xiao, Tao,Zhang, Min. "Synthesis and structural characterization of a monocarboxylic inhibitor for GRB2 SH2 domain". supporting information. . Retrieved 2021/09/14.