3-Phenylpropyl acrylate

Base Information

• Chemical Name: 3-Phenylpropyl acrylate
• CAS No.: 85909-41-7
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• Hs Code.: 2916129000
• European Community (EC) Number: 288-844-8
• DSSTox Substance ID: DTXSID80235237
• Nikkaji Number: J317.502B
• Wikidata: Q83117119
• Mol file: 85909-41-7.mol

Synonyms:3-Phenylpropyl acrylate;85909-41-7;EINECS 288-844-8;3-phenylpropyl prop-2-enoate;3-Phenylpropylacrylate;Acrylic acid, 3-phenylpropyl ester;phenylpropyl acrylate;3-Phenylpropyl acrylate #;SCHEMBL146669;DTXSID80235237;MFCD00080622;AKOS006343229;2-Propenoic acid, 3-phenylpropyl ester

Chemical Property of 3-Phenylpropyl acrylate

Chemical Property:

• Vapor Pressure: 0.00212mmHg at 25°C
• Boiling Point: 290.1°C at 760 mmHg
• Flash Point: 160.4°C
• PSA: 26.30000
• Density: 1.018g/cm³
• LogP: 2.34840
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)OCCCC1=CC=CC=C1

Technology Process of 3-Phenylpropyl acrylate

There total 4 articles about 3-Phenylpropyl 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: 99.0%

3-Phenyl-1-propanol (122-97-4) + acryloyl chloride (814-68-6,25189-84-8) → 3-phenylpropyl acrylate (85909-41-7)

Guidance literature:

With aluminum oxide; at 25 ℃; for 1.75h;

DOI:10.1021/jo035412f

Reference yield: 90.0%

3-phenylpropyl alcohol allyl ether (93981-51-2) → 3-phenylpropyl acrylate (85909-41-7)

Guidance literature:

With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate; In decane; butyl butyrate; at 0 ℃; chemoselective reaction;

DOI:10.1016/j.tet.2011.10.112

Reference yield:

3-Phenyl-1-propanol (122-97-4) → 3-phenylpropyl acrylate (85909-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran

2: tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate / decane; butyl butyrate / 0 °C

With tert.-butylhydroperoxide; [bis(acetoxy)iodo]benzene; magnesium acetate; sodium hydride; In tetrahydrofuran; decane; butyl butyrate;

DOI:10.1016/j.tet.2011.10.112

upstream raw materials:

3-Phenyl-1-propanol

acryloyl chloride

2-chloropropionyl chloride

3-phenylpropyl alcohol allyl ether

Refernces

• 1、 Tang, Xiao-Jun,Dolbier, William R.. "Efficient cu-catalyzed atom transfer radical addition reactions of fluoroalkylsulfonyl chlorides with electron-deficient alkenes induced by visible light". supporting information. p. 4246 - 4249. Retrieved 2015/04/14.
• 2、 Sastraruji, Thanapat,Pyne, Stephen G.,Ung, Alison T.. "Oxidation of acyclic alkenes and allyl and benzyl ethers with DIB/t-BuOOH/Mg(OAc)2". . p. 598 - 602. Retrieved 2012/01/05.