Isopropyl acrylate

Base Information

• Chemical Name: Isopropyl acrylate
• CAS No.: 689-12-3
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 2916129000
• European Community (EC) Number: 211-710-7
• NSC Number: 32619
• UNII: 5TMJ62Z1LW
• DSSTox Substance ID: DTXSID4060997
• Nikkaji Number: J107.549G
• Wikidata: Q27262852
• Mol file: 689-12-3.mol

Synonyms:Isopropyl acrylate;689-12-3;iso-propyl acrylate;iso-Propylacrylate;Isopropyl 2-propenoate;propan-2-yl prop-2-enoate;Acrylic acid, isopropyl ester;2-PROPENOIC ACID, 1-METHYLETHYL ESTER;UNII-5TMJ62Z1LW;5TMJ62Z1LW;HSDB 5441;EINECS 211-710-7;NSC 32619;NSC-32619;AI3-15706;1-Methylethyl 2-propenoate;SCHEMBL25921;DTXSID4060997;2-Propenoic acid,isopropyl ester;NSC32619;Isopropyl ester of 2-propenoic acid;MFCD00048291;AKOS013152960;BS-52923;FT-0632811;E83845;EN300-380987;2-PROPENOIC ACID, 1-METHYLETHYL ESTER [HSDB];Q27262852

Chemical Property of Isopropyl acrylate

Chemical Property:

• Vapor Pressure: 20.4mmHg at 25°C
• Melting Point: 37.22°C (estimate)
• Refractive Index: 1.4078 (589.3 nm 20℃)
• Boiling Point: 113.892 °C at 760 mmHg
• Flash Point: 22.933 °C
• PSA: 26.30000
• Density: 0.902 g/cm³
• LogP: 1.12400
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 94.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isopropylacrylate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC(C)OC(=O)C=C

Technology Process of Isopropyl acrylate

There total 15 articles about Isopropyl acrylate 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: 47.0%

isopropyl alcohol (67-63-0,8013-70-5) + acryloyl chloride (814-68-6,25189-84-8) → isopropyl acrylate (689-12-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 8.5h; Inert atmosphere;

DOI:10.1021/ol200957y

Reference yield: 27.0%

1-(tert-butyldimethylsilyloxy)-1-isopropoxycyclopropane (96760-01-9) + benzoyl chloride (98-88-4) → isopropyl propionate (637-78-5) + isopropyl acrylate (689-12-3) + isopropyl 4-phenyl-4-oxobutanoate (104750-69-8) + (E)-4-(tert-Butyl-dimethyl-silanyloxy)-4-isopropoxy-1-phenyl-but-3-en-1-one (132566-32-6)

Guidance literature:

(PhCO)PdCl(Me₃P)2; In chloroform-d1; at 90 ℃; Rate constant; Product distribution; Mechanism;

DOI:10.1021/jo00008a043

Reference yield: 15.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + isopropyl alcohol (67-63-0,8013-70-5) → methyl 3-methoxypropionate (3852-09-3) + isopropyl acrylate (689-12-3) + isopropyl 3-methoxypropionate (10500-14-8) + 3-isopropoxy-propionic acid isopropyl ester (4220-74-0)

Guidance literature:

With n-butyllithium; bis(acetylacetonate)nickel(II); In benzene; at 90 ℃; for 5h; Product distribution; other temp, other time;

upstream raw materials:

isopropyl 2-acetoxypropanoate

monoisopropyl sulfate

acrylonitrile

acrylic acid methyl ester

Downstream raw materials:

isopropyl β-chloropropionate

cyclohexyl isopropyl 2,2'-[oxybis(methylene)]dipropenoate

hexane

C₂₀H₂₀N₂O₃

Refernces

• 1、 Copéret, Christophe,De Jesus Silva, Jordan,Engl, Pascal S.,Fedorov, Alexey,Lange, Jean-Paul,Togni, Antonio,Tsygankov, Alexey. "Acrylate Esters by Ethenolysis of Maleate Esters with Ru Metathesis Catalysts: an HTE and a Technoeconomic Study". . . Retrieved 2020/04/29.
• 2、 Miura, Tomoya,Mikano, Yusuke,Murakami, Masahiro. "Nickel-catalyzed synthesis of 1,3,5-trisubstituted hydantoins from acrylates and isocyanates". supporting information; experimental part. p. 3560 - 3563. Retrieved 2011/09/16.