1-Phenylethyl hydroperoxide

Base Information

• Chemical Name: 1-Phenylethyl hydroperoxide
• CAS No.: 3071-32-7
• Deprecated CAS: 116181-13-6,120008-13-1,26895-85-2
• Molecular Formula: C8H10 O2
• Molecular Weight: 138.166
• Hs Code.: 2909600000
• European Community (EC) Number: 221-341-3
• UNII: 76D16BZV57
• DSSTox Substance ID: DTXSID00883734
• Nikkaji Number: J28.446G
• Wikipedia: Ethylbenzene_hydroperoxide
• Wikidata: Q27266478
• Mol file: 3071-32-7.mol

Synonyms:(1-phenyl)ethyl hydroperoxide;EBHP;ethylbenzene hydroperoxide

Chemical Property of 1-Phenylethyl hydroperoxide

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.5266 (estimate)
• Boiling Point: 249.6°Cat760mmHg
• PKA: 11.38±0.10(Predicted)
• Flash Point: 104.7°C
• PSA: 29.46000
• Density: 1.089g/cm³
• LogP: 2.23720
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 138.068079557
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

99.9% ^*data from raw suppliers

1-Hydroperoxy-1-?phenylethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)OO
• Uses: Ethylbenzene hydroperoxide (EBHP) formed is obtained by oxidizing ethylbenzene with air in liquid-phase or from sunlight irradiation of ethylbenzene and used in the chemical industry as catalyst for the epoxidation of 1-octene .

Technology Process of 1-Phenylethyl hydroperoxide

There total 41 articles about 1-Phenylethyl hydroperoxide 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: 80.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → 1-phenylethyl hydroperoxide (3071-32-7) + acetophenone (98-86-2)

Guidance literature:

With triethylsilane; oxygen; [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphinato]cobalt(II); In dichloromethane; isopropyl alcohol; at 28 ℃; for 1h; under 760 Torr;

DOI:10.1039/a805888a

Reference yield: 74.9%

ethylbenzene (100-41-4,27536-89-6) → 1-phenylethyl hydroperoxide (3071-32-7) + 1-Phenylethanol (98-85-1,13323-81-4) + acetophenone (98-86-2)

Guidance literature:

With N-hydroxyphthalimide; oxygen; butane-2,3-dione dioxime; In acetonitrile; at 80 ℃; for 6h; under 2250.23 Torr;

DOI:10.1002/adsc.200900509

Reference yield: 31.0%

ethylbenzene (100-41-4,27536-89-6) → 1-phenylethyl hydroperoxide (3071-32-7) + acetophenone (98-86-2)

Guidance literature:

With oxygen; In decane; at 373 ℃; for 50h; Catalytic behavior; Autoclave; Sonication;

DOI:10.1016/j.mcat.2019.03.016

upstream raw materials:

ethylbenzene

1-Phenylethanol

1-ethoxy-1-phenylethane

styrene

Downstream raw materials:

(S)-1-phenylethanol

(R)-1-phenylethanol

(S)-methylphenylsulfoxide

(R)-methyl phenyl sulfoxide

Refernces

• 1、 Danoczy, E.,Holly, S.,Jalsovszky, G.,Gal, D.. "Hydrogen Bonding in α-Phenylethyl Hydroperoxide". . p. 1190 - 1194. Retrieved 1984.
• 2、 Henderson. "". . p. 291. Retrieved 1951.
• 3、 Danoczy et al.. "". . . Retrieved 1977.
• 4、 Emanuel,Skibida. "". . . Retrieved 1976.
• 5、 Wang, Zhijie,Guan, Anxiang,Kung, Mayfair C.,Peng, Anyang,Kung, Harold H.,Lv, Ximeng,Zheng, Gengfeng,Qian, Linping. "In situ formed Co clusters in selective oxidation of Α-C–H bond: Stabilizing effect from reactants". . p. 1 - 7. Retrieved 2019.
• 6、 Barrio,Toribio,Campos-Martin,Fierro. "An experimental and theoretical study of the catalytic effect of quaternary ammonium salts on the oxidation of hydrocarbons". . p. 11527 - 11532. Retrieved 2004.
• 7、 Krylov, Igor B.,Lopat'eva, Elena R.,Nikishin, Gennady I.,Subbotina, Irina R.,Terent'ev, Alexander O.,Yu, Bing. "Mixed hetero-/homogeneous TiO2/N-hydroxyimide photocatalysis in visible-light-induced controllable benzylic oxidation by molecular oxygen". . p. 1700 - 1711. Retrieved 2021/06/28.
• 8、 Dobras, Gabriela,Sitko, Magdalena,Petroselli, Manuel,Caruso, Manfredi,Cametti, Massimo,Punta, Carlo,Orlińska, Beata. "Solvent-Free Aerobic Oxidation of Ethylbenzene Promoted by NHPI/Co(II) Catalytic System: The Key Role of Ionic Liquids". . p. 259 - 266. Retrieved 2019/11/14.