3-Hydroxy-2,2-dimethylpropyl acrylate

Base Information

• Chemical Name: 3-Hydroxy-2,2-dimethylpropyl acrylate
• CAS No.: 26424-32-8
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.197
• European Community (EC) Number: 247-688-0
• DSSTox Substance ID: DTXSID60181021
• Nikkaji Number: J25.100C
• Wikidata: Q83051639
• Mol file: 26424-32-8.mol

Synonyms:3-Hydroxy-2,2-dimethylpropyl acrylate;26424-32-8;EINECS 247-688-0;neopentyl glycol acrylate;SCHEMBL230726;DTXSID60181021;2,2-Dimethylpropane-1,3-diol 1-acrylate

Chemical Property of 3-Hydroxy-2,2-dimethylpropyl acrylate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Boiling Point: 218.6°Cat760mmHg
• Flash Point: 82.7°C
• PSA: 46.53000
• Density: 1.018g/cm³
• LogP: 0.73410
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CO)COC(=O)C=C

Technology Process of 3-Hydroxy-2,2-dimethylpropyl acrylate

There total 2 articles about 3-Hydroxy-2,2-dimethylpropyl 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: 6.0%

(6,6-Dimethyl-4,8-dioxa-spiro[2.5]oct-1-en-1-yl)-trimethyl-silane (141245-07-0) → 3-hydroxy-2,2-dimethylpropyl acrylate (26424-32-8,141508-70-5) + (E)-3-Trimethylsilanyl-acrylic acid 3-hydroxy-2,2-dimethyl-propyl ester (141508-77-2) + (E)-2-(3-Hydroxy-2,2-dimethyl-propoxy)-3-trimethylsilanyl-propenal + 2-Trimethylsilanyl-acrylic acid 3-hydroxy-2,2-dimethyl-propyl ester (141508-76-1)

Guidance literature:

With water; In acetonitrile; at 70 ℃;

DOI:10.1021/ja00040a006

Reference yield:

2,2-Dimethyl-1,3-propanediol (126-30-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-hydroxy-2,2-dimethylpropyl acrylate (26424-32-8,141508-70-5) + 2-propenoic acid 2,2-dimethyl-1,3-propanediyl ester (2223-82-7)

Guidance literature:

With Novozyme 435; In tert-Amyl alcohol; at 50 ℃; for 120h; Inert atmosphere; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.molcatb.2009.09.008

upstream raw materials:

(6,6-Dimethyl-4,8-dioxa-spiro[2.5]oct-1-en-1-yl)-trimethyl-silane

2,2-Dimethyl-1,3-propanediol

acrylic acid methyl ester

Refernces

• 1、 Popescu, Dragos,Hoogenboom, Richard,Keul, Helmut,Moeller, Martin. "Free radical and nitroxide mediated polymerization of hydroxy-functional acrylates prepared via lipase-catalyzed transacylation reactions". experimental part. p. 2610 - 2621. Retrieved 2011/04/22.