2085-88-3

Basic information

• Product Name: 2-PHENYLPROPYLENE OXIDE
• Synonyms: (±)-2-Methyl-2-phenyloxirane;(R,S)-2-Methyl-2-phenyl-oxirane;1-Methyl-1-phenyloxirane;2-methyl-2-phenyl-oxiran;2-methyl-2-phenyloxirane;2-Phenyl-1,2-epoxypropane;2-Phenylpropene oxide;2-phenylpropeneoxide
• CAS NO: 2085-88-3
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 134.18
• Product Categories: Oxiranes;Simple 3-Membered Ring Compounds
• Mol File: 2085-88-3.mol

Chemical Properties

• Boiling Point: 82 °C / 14mmHg
• Flash Point: 68°C
• Appearance: /
• Density: 1,02 g/cm3
• Vapor Pressure: 0.584mmHg at 25°C
• Refractive Index: 1.5180 to 1.5220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-PHENYLPROPYLENE OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYLPROPYLENE OXIDE(2085-88-3)
• EPA Substance Registry System: 2-PHENYLPROPYLENE OXIDE(2085-88-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RTECS: RR0532400
• Hazardous Substances Data: 2085-88-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-Phenylpropylene oxide is used as a chemical intermediate for the synthesis of various compounds due to its unique structure and reactivity. Its similarity to rac Styrene oxide allows it to be utilized in the development of new chemical products and materials.
Used in Research and Development:
In the field of research and development, 2-Phenylpropylene oxide serves as a valuable compound for studying the effects and mechanisms of epoxide hydrolase, as well as the toxicological properties of its structural analog, rac Styrene oxide. This knowledge can be applied to develop safer alternatives or methods to mitigate the toxic effects of Styrene and its metabolites.
Used in Pharmaceutical Industry:
2-Phenylpropylene oxide may also find applications in the pharmaceutical industry, where it can be used as a building block for the development of new drugs or drug candidates. Its unique structure and reactivity can be exploited to design novel molecules with potential therapeutic applications.
Used in Environmental Applications:
Given its structural similarity to toxic metabolites, 2-Phenylpropylene oxide can be employed in environmental applications to study the fate and transport of these toxic compounds in the environment. This information can be used to develop strategies for the remediation of contaminated sites and the prevention of exposure to harmful substances.

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 5402, 1982 DOI: 10.1021/jo00148a037Synthetic Communications, 17, p. 503, 1987 DOI: 10.1080/00397918708056436Tetrahedron Letters, 25, p. 835, 1984 DOI: 10.1016/S0040-4039(01)80040-X

InChI:InChI=1/C9H10O/c1-9(7-10-9)8-5-3-2-4-6-8/h2-6H,7H2,1H3

Upstream product

• 60212-12-6 1-iodo-2-phenyl-2-methyl-2-ethanol 
• 15561-33-8 1-chloro-2-phenylpropan-2-ol 
• 79-21-0 peracetic acid 
• 98-83-9 isopropenylbenzene 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 
• 563-79-1 2,3-Dimethyl-2-butene 
• 35322-45-3 3-methyl-3-phenyl-1,2-dioxetane 
• 593-71-5 Chloroiodomethane 
• 98-86-2 acetophenone 
• 2181-42-2 trimethylsulphonium iodide 
• 2181-44-4 trimethylsulfonium methylsulfate 
• 130318-72-8 methyldiphenyltelluronium tetraphenylborate 
• 93938-04-6 S-methyl-S-morpholino-N-<(4-methylphenyl)sulfonyl>sulfoximine 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 28795-94-0 1,2-diphenyl-1-propanol 
• 5554-63-2 1-methyl-2-(dimethylamino)-1-phenylethanol 
• 91215-96-2 1-(N',N'-dimethyl-hydrazino)-2-phenyl-propan-2-ol 
• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 34713-70-7 2-Phenylpropanal 
• 88224-84-4 1-mercapto-2-phenyl-propan-2-ol 
• 4217-66-7 1,2-dihydroxy-2-phenylpropane 
• 55275-67-7 1-hydrazino-2-phenyl-propan-2-ol 
• 65311-42-4 2-t-Butylperoxy-2-phenyl-propan-1-ol 
• 53188-76-4 1-methyl-1-phenyl-2-(phenylselanyl)ethanol 
• 33334-31-5 2-(1-hydroxy-2-phenyl)propyl hydroperoxide 
• 1123-85-9 (RS)-2-phenyl-1-propanol 
• 4613-11-0 2,3-diphenylbutane 
• 2726-21-8 2,3-diphenylbutane 

Relevant articles and documents

A graphene oxide immobilized Cu(ii) complex of 1,2-bis(4-aminophenylthio)ethane: An efficient catalyst for epoxidation of olefins with tert-butyl hydroperoxide

In this work, a new, recoverable and heterogeneous catalyst was prepared by covalent attachment of the Cu(ii) complex of 1,2-bis(4-aminophenylthio)ethane onto graphene oxide via the amide linkages. The structural and chemical nature of the catalyst was characterized by a variety of techniques such as Fourier transform infrared and diffuse reflectance UV-visible spectroscopies, X-ray diffraction, thermogravimetric analysis, transmission electron microscopy, field emission scanning electron microscopy and inductively coupled plasma atomic emission spectroscopy. The catalytic activity of this catalyst was investigated in the epoxidation of olefins with tert-butyl hydroperoxide. The catalyst has great reusability and stability in the epoxidation reactions.

Copper(II) Schiff base complex immobilized on graphene nanosheets: a heterogeneous catalyst for epoxidation of olefins

The present paper describes the preparation and characterization of Cu(II) Schiff base complex immobilized onto graphene oxide. The structural and morphological characterization of the heterogeneous catalyst was carried out by different techniques such as Fourier transform infrared and diffuse reflectance UV–Vis spectroscopies, X-ray diffraction, thermogravimetric analysis, nitrogen adsorption–desorption, transmission electron microscopy, field emission scanning electron microscopy and inductively coupled plasma atomic emission spectroscopy. The catalytic activity of the heterogeneous catalyst was studied in the epoxidation of various alkenes using tert-butyl hydroperoxide as an oxidant and it showed high selectivity and catalytic reactivity. The graphene-bound copper Schiff base was successfully reused for several runs without significant loss in its catalytic activity.

Manganese meso-tetra-4-carboxyphenylporphyrin immobilized on MCM-41 as catalyst for oxidation of olefins with different oxygen donors in stoichiometric conditions

Oxidation of olefins with tert-butyl hydroperoxide (TBHP), tetra-n-butylammonium periodate (TBAP) and potassium peroxomonosulfate (Oxone) in the presence of MCM-41 immobilized meso-tetra-4- carboxyphenylporphyrinatomanganese(III) acetate has been studied.

Molybdenum Schiff base-polyoxometalate hybrid compound: A heterogeneous catalyst for alkene epoxidation with tert-BuOOH

The hybrid compound consisting of molybdenum(salen) [salen = N,N′-bis(salicylidene)ethylnediamine] complex covalently linked to a lacunary Keggin-type polyoxometalate, K8[SiW11O39] (POM), was synthesized and characterized by elemental analysis, FT-IR, 1H NMR and diffuse reflectance UV-Vis spectroscopic methods and BET analysis. The complex, [Mo(O)2(salen)-POM], was studied, for the first time, in the epoxidation of various alkenes with tert-BuOOH and in 1,2-dichloroethane as solvent. This catalyst can catalyze epoxidation of various olefins including non-activated terminal olefins. The effect of the other parameters such as solvent, oxidant and temperature on the epoxidation of cyclooctene was also investigated. The interesting characteristic of this catalyst is that, in addition to being a heterogeneous catalyst, it gives higher yields towards epoxidation of olefins in comparison to the corresponding homogeneous [Mo(O)2(salen)] complex.

Efficient and selective hydrocarbon oxidation with sodium periodate catalyzed by supported manganese(III) porphyrin

Manganese(III) tetrakis(p-sulfonatophenyl)porphyrin was successfully bound to silica modified with zirconium. The heterogeneous catalyst, MnTPPS-silica, was characterized by SEM, FT-IR and diffuse reflectance UV-Vis spectroscopic techniques. MnTPPS-silica catalyzes alkene epoxidation and alkanes hydroxylation with sodium periodate under agitation with magnetic stirring and ultrasonic irradiation in the presence of imidazole as an axial ligand. This catalytic system shows a good activity in the epoxidation of linear alkenes. Alkyl aromatic and cycloalkanes were efficiently oxidized to their corresponding alcohols and ketones in the presence of this catalyst. This new heterogeneous catalyst is of high stability and reusability in the oxidation reactions and can be reused several times without loss of its activity.

Cleavage of the Carbon-Carbon Double Bond over Zeolites using Hydrogen eroxide

Zeolite molecular sieves catalyse the cleavage of carbon-carbon double bonds of various alkenes in the presence of aqueous hydrogen peroxide as an oxidant; titanium silicate molecular sieves, TS-1 and TS-2 exhibit very high activity in the conversion of α-methylstyrene into acetophenone.

Dialkyl peroxides decomposition in the presence of quaternary ammonium halides

Decomposition of dicumyl peroxide and cumyl tert-butyl peroxide was studied in the presence of tetraethylammonium halides in acetonitrile, dimethylformamide, 2-propanol, and acetic acid. The tetraethylammonium halides accelerate the decomposition of dialkyl peroxides in 2-propanol and acetic acid, but do not affect the reaction velocity in dimethylformamide and acetonitrile. The decomposition products character depends on the solvent nature.

Multi-wall carbon nanotube supported tungsten hexacarbonyl: An efficient and reusable catalyst for epoxidation of alkenes with hydrogen peroxide

Highly efficient epoxidation of alkenes with H2O2 catalyzed by tungsten hexacarbonyl supported on multi-wall carbon nanotubes (MWCNTs) modified with 1,2-diaminobenzene is reported. The prepared catalyst, [W(CO)6@DAB-MWCNT], was characterized by elemental analysis, scanning electron microscopy, FT-IR, and diffuse reflectance UV-Vis spectroscopic methods. The prepared catalyst was applied as an efficient catalyst for green epoxidation of alkenes with hydrogen peroxide in CH3CN. This heterogeneous metal carbonyl catalyst showed high stability and reusability in epoxidation without loss of its catalytic activity. Copyright

Enhancement of the photoinduced oxidation activity of a ruthenium(II) complex anchored on silica-coated silver nanoparticles by localized surface plasmon resonance

Plasmonic photocatalyst: Anchoring the dye [Ru(bpy)3] 2+ (bpy=2,2-bipyridine) on the surface of Ag nanoparticles coated with a thin SiO2 layer (see picture) afforded a photocatalyst whose phosphorescence emission and photoinduced oxidation activity in the selective liquid-phase oxidation of styrene are efficiently enhanced through interaction with the localized surface plasmon resonance of the core Ag nanoparticles.

New molybdenum(VI) complexes with thiazole-hydrazone ligand: Preparation, structural characterization, and catalytic applications in olefin epoxidation

The reaction of [MoO2(acac)2] with (E)-2-((2-(benzo[d]thiazol-2-yl)hydrazono)methyl)-6-methoxyphenol (H2L), in acetonitrile and ethanol resulted in the formation of {[MoO2(HL)(H2O)]2[Mo6O19]·2MeCN} (1) (mononuclear cationic complex with hexamolybdate anion) and [MoO2L(EtOH)] (2) (neutral mononuclear complex), depending on the reaction conditions. In these compounds, the ligand is coordinated to the cis-MO22+ core via phenolic-oxygen, thiazole and azomethine nitrogen atoms, while the remaining sixth coordination site is occupied by the oxygen atom from the solvent molecule. Crystal and molecular structures of the compounds 1 and 2 were determined by the single crystal X-ray diffraction method. All of the investigated compounds were further characterized by elemental analysis, FT-IR and NMR spectroscopy. The molybdenum(VI) species were used as catalyst for olefin oxidation in the presence of tert-butylhydroperoxide (TBHP) as an oxidant. Under similar experimental conditions with equal Mo loading, the presence of the {[MoO2(HL)(H2O)]2[Mo6O19]·2MeCN} (1) resulted in higher oxidation conversion than [MoO2L(EtOH)] (2). It seems 1 contains two potentially active parts, the [MoO2(HL)H2O]+ cation and the Mo6O19?2 anion.