2-Hydroxy-3-phenoxypropyl acrylate

Base Information

• Chemical Name: 2-Hydroxy-3-phenoxypropyl acrylate
• CAS No.: 16969-10-1
• Deprecated CAS: 1035159-63-7,1186622-03-6,154102-24-6,81989-25-5
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Hs Code.: 2916129000
• European Community (EC) Number: 241-045-8
• DSSTox Substance ID: DTXSID1044851
• Nikkaji Number: J59.922K
• ChEMBL ID: CHEMBL3182684
• Mol file: 16969-10-1.mol

Synonyms:2-Hydroxy-3-phenoxypropyl acrylate;16969-10-1;(2-hydroxy-3-phenoxypropyl) prop-2-enoate;2-Hydroxy-3-phenoxypropyl prop-2-enoate;DTXSID1044851;Acrylic acid 2-hydroxy-3-phenoxypropyl ester;2-Propenoic acid, 2-hydroxy-3-phenoxypropyl ester;2-Hydroxy-3-phenoxypropyl Acrylate (stabilized with MEHQ);SCHEMBL35254;CHEMBL3182684;DTXCID9024851;HHQAGBQXOWLTLL-UHFFFAOYSA-N;Tox21_301706;MFCD00066300;AKOS025294700;NCGC00256048-01;CAS-16969-10-1;H1614;J-010577;2-Hydroxy-3-phenoxypropyl acrylate, contains 250 ppm monomethyl ether hydroquinone as inhibitor

Chemical Property of 2-Hydroxy-3-phenoxypropyl acrylate

Chemical Property:

• Vapor Pressure: 1.76E-06mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Boiling Point: 325.4 °C at 760 mmHg
• PKA: 13.04±0.20(Predicted)
• Flash Point: 146.1 °C
• PSA: 55.76000
• Density: 1.154g/cm³
• LogP: 1.15550
• Water Solubility.: 5.3g/L at 20℃
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

99.9% ^*data from raw suppliers

2-Hydroxy-3-phenoxypropyl Acrylate (stabilized with MEHQ) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CC(=O)OCC(COC1=CC=CC=C1)O
• Uses: Polymeric membranes for controlled drug release systems may be prepared by the photosynthesis of 2-hydroxy-3-phenoxypropyl acrylate by UV radiation. Tthe product can be used as a curing agent during the fabrication of poly (phenylene ether)-based substrate materials.

Technology Process of 2-Hydroxy-3-phenoxypropyl acrylate

There total 3 articles about 2-Hydroxy-3-phenoxypropyl 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:

Phenyl glycidyl ether (122-60-1,71031-02-2) + acrylic acid (79-10-7) → 1-hydroxy-3-phenoxypropan-2-yl acrylate + 2-hydroxy-3-phenoxypropyl acrylate (16969-10-1)

Guidance literature:

With chromium(lll) acetate; for 80h; Kinetics;

DOI:10.1021/op010112q

Reference yield:

Phenyl glycidyl ether (122-60-1,71031-02-2) + acrylic acid (79-10-7) → 2-hydroxy-3-phenoxypropyl acrylate (16969-10-1)

Guidance literature:

With pyridine; at 80 ℃;

Reference yield:

phenol (108-95-2,27073-41-2) → 2-hydroxy-3-phenoxypropyl acrylate (16969-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / 6 h / 140 °C

2: pyridine / 80 °C

With pyridine; sodium hydroxide;

upstream raw materials:

Phenyl glycidyl ether

acrylic acid

phenol

Downstream raw materials:

(+/-)-5-(phenoxymethyl)-3-phenyl-1,3-oxazolidine-2-thione

C₃₉H₅₀N₂O₁₀

Refernces

• 1、 Bukowska, Agnieszka,Bukowski, Wiktor. "Reactivity of some carboxylic acids in reactions with some epoxides in the presence chromium (III) ethanoate". . p. 234 - 237. Retrieved 2013/09/06.
• 2、 Bukowska, Agnieszka,Bukowski, Wiktor. "Kinetic study of addition of some carboxylic acids to 1,2-epoxy-3-phenoxypropane". . p. 432 - 436. Retrieved 2013/09/08.