Propargyl methacrylate

Base Information

• Chemical Name: Propargyl methacrylate
• CAS No.: 13861-22-8
• Molecular Formula: C7H8 O2
• Molecular Weight: 124.139
• Hs Code.: 2916140000
• European Community (EC) Number: 237-599-5
• UNII: U7MJ2445SD
• DSSTox Substance ID: DTXSID8065666
• Nikkaji Number: J280.342I
• Wikidata: Q81992311
• Mol file: 13861-22-8.mol

Synonyms:Propargyl methacrylate;13861-22-8;2-Propynyl methacrylate;Prop-2-ynyl methacrylate;prop-2-ynyl 2-methylprop-2-enoate;2-Propenoic acid, 2-methyl-, 2-propyn-1-yl ester;prop-2-yn-1-yl methacrylate;2-Propenoic acid, 2-methyl-, 2-propynyl ester;U7MJ2445SD;EINECS 237-599-5;prop-2-yn-1-yl 2-methylprop-2-enoate;AI3-37958;MFCD00048123;UNII-U7MJ2445SD;SCHEMBL194435;Methacrylic acid propargyl ester;DTXSID8065666;AKOS006229392;AS-67944;FT-0636972;Propargyl methacrylate, 98%, stab. with 250ppm 4-methoxyphenol

Chemical Property of Propargyl methacrylate

Chemical Property:

• Vapor Pressure: 4.23mmHg at 25°C
• Refractive Index: 1.4500
• Boiling Point: 149-151°C
• Flash Point: 48°C
• PSA: 26.30000
• Density: 0,986 g/cm3
• LogP: 0.73890
• Storage Temp.: -20°C
• Water Solubility.: Immiscible with water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 124.052429494
• Heavy Atom Count: 9
• Complexity: 171

Purity/Quality:

98%Min ^*data from raw suppliers

Propargyl methacrylate, 98%, stab. with 250ppm 4-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Statements: 10-36/37/38
• Safety Statements: 26-28

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)OCC#C
• Uses: Propargyl methacrylate is a monomer used in polymerization reactions. It is associated with its acetylene and under goes polymerization reaction through the reversible addition fragmentation chain transfer (RAFT) process using cyanoisopropyl dithiobenzoate as a reagent.

Technology Process of Propargyl methacrylate

There total 4 articles about Propargyl methacrylate 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%

2-methyl-acrylic acid 3-trimethylsilanyl-propyn-2-ynyl ester (214268-06-1) → prop-2-yn-1-yl methacrylate (13861-22-8)

Guidance literature:

2-methyl-acrylic acid 3-trimethylsilanyl-propyn-2-ynyl ester; With acetic acid; In tetrahydrofuran; at -20 ℃; for 0.166667h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -20 - 20 ℃; Inert atmosphere;

DOI:10.1039/c1cc15075h

Reference yield: 81.0%

propargyl alcohol (107-19-7) + Methacryloyl chloride (920-46-7,26937-45-1) → prop-2-yn-1-yl methacrylate (13861-22-8)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃;

DOI:10.1021/ja072999x

Reference yield:

2-bromo-2-methylpropionic acid-2-propynyl ester (40630-86-2) → prop-2-yn-1-yl 2-methylpropanoate + prop-2-yn-1-yl methacrylate (13861-22-8)

Guidance literature:

2-bromo-2-methylpropionic acid-2-propynyl ester; With N,N,N',N'',N'''-pentamethyldiethylenetriamine; In benzene-d6; Inert atmosphere; Schlenk technique; Sealed tube;

With copper(I) bromide; copper(ll) bromide; In benzene-d6; at 25 ℃; for 0.583333h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.macromol.5b00652

upstream raw materials:

propargyl alcohol

Methacryloyl chloride

2-methyl-acrylic acid 3-trimethylsilanyl-propyn-2-ynyl ester

2-bromo-2-methylpropionic acid-2-propynyl ester

Downstream raw materials:

(1'-hydroxymethyl)-1,2-dicarba-closo-dodecaborane

2-methyl-acrylic acid 3-trimethylsilanyl-propyn-2-ynyl ester