Methacryloyl chloride

Base Information

• Chemical Name: Methacryloyl chloride
• CAS No.: 920-46-7
• Molecular Formula: C4H5ClO
• Molecular Weight: 104.536
• Hs Code.: 29161900
• European Community (EC) Number: 213-058-9
• UN Number: 3286
• UNII: L76O6653IO
• DSSTox Substance ID: DTXSID6061280
• Nikkaji Number: J38.880G
• Wikipedia: Methacryloyl_chloride
• Wikidata: Q6823545
• Mol file: 920-46-7.mol

Synonyms:methacryloyl chloride;methacryloyl chloride, 1-(14)C-labeled

Chemical Property of Methacryloyl chloride

Chemical Property:

• Appearance/Colour: Colorless clear liquid
• Vapor Pressure: 44.4mmHg at 25°C
• Melting Point: -60 °C
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 96 °C at 760 mmHg
• Flash Point: 27.7 °C
• PSA: 17.07000
• Density: 1.076 g/cm³
• LogP: 1.32790
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform
• Water Solubility.: Miscible with alcohols, ethers and organic solvents. Slightly miscible with water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 104.0028925
• Heavy Atom Count: 6
• Complexity: 85.5
• Transport DOT Label: Flammable Liquid Poison Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Methacryloyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T+,Xi
• Hazard Codes: F,T+,Xi
• Statements: 11-26/27/28-34-26-22-43-52/53
• Safety Statements: 26-28-36/37/39-45-27-16-33-29

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Other Toxic Gases & Vapors
• Canonical SMILES: CC(=C)C(=O)Cl
• Uses: Methacryloyl chloride is used in the preparation of polymeric materials. It reacts with L-histidine and forms functional monomer. It is also used to prepare monomer 2-methacrylamido-caprolactam, amide monomers by amidation.

Technology Process of Methacryloyl chloride

There total 11 articles about Methacryloyl chloride 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: 99.0%

acrylic acid (79-10-7) → Methacryloyl chloride (920-46-7,26937-45-1)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; at 20 - 60 ℃; for 0.166667h;

Reference yield: 80.0%

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) → Methacryloyl chloride (920-46-7,26937-45-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 60 ℃; for 4h;

Reference yield: 73.0%

→ Methacryloyl chloride (920-46-7,26937-45-1)

Guidance literature:

upstream raw materials:

2-methylpropenal

poly(methacrylic acid)

2-methyl-3-chloropropionyl chloride

benzoyl chloride

Downstream raw materials:

2-methyl-1-morpholinoprop-2-en-1-one

4-(N-methacryloylamino)phenyl methacrylate

methacrylic acid picryl ester

2-methyl-N-p-tolylacrylamide

Refernces

• 1、 Logeswaran, Ravichandran,Jeganmohan, Masilamani. "Effect of Transition Metals on Chemodivergent Cross-Coupling of Acrylamides with Vinyl Acetate via C-H Activation". supporting information. p. 5679 - 5683. Retrieved 2021/08/03.
• 2、 Wang, Huai-Wei,Qiao, Yu-Han,Wu, Jia-Xue,Wang, Qiu-Ping,Tian, Meng-Xin,Li, Yong-Fei,Yao, Qing-Xia,Li, Da-Cheng,Dou, Jian-Min,Lu, Yi. "RhIII-Catalyzed C-H (Het)arylation/Vinylation of N-2,6-Difluoroaryl Acrylamides". supporting information. p. 656 - 662. Retrieved 2021/02/01.