20780-53-4

Basic information

• Product Name: (R)-Styrene oxide
• Synonyms: (R)-PHENYLETHYLENE OXIDE;(R)-(+)-PHENYLOXIRANE;(R)-PHENYLOXIRANE;(R)-(+)-STYRENE OXIDE;(R)-STYRENE OXIDE;(R)-EPOXYSTYROL;(R)-(+)-1,2-EPOXYETHYLBENZENE;(epoxyethyl)-,(R)-Benzene
• CAS NO: 20780-53-4
• Molecular Formula: C₈H₈O
• Molecular Weight: 120.15
• EINECS: 202-476-7
• Product Categories: Chiral Compounds;Epoxides;pharmacetical;chiral;Chiral Compound;Aromatics;Chiral Reagents;Heterocycles;Metabolites & Impurities
• Mol File: 20780-53-4.mol
• Article Data: 250

Chemical Properties

• Melting Point: -37 °C
• Boiling Point: 89-90 °C23 mm Hg(lit.)
• Flash Point: 175 °F
• Appearance: Clear yellow/Liquid
• Density: 1.051 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.633mmHg at 25°C
• Refractive Index: n20/D 1.535
• Storage Temp.: 2-8°C
• Solubility: Chloroform
• Explosive Limit: ~22%
• Water Solubility: insoluble
• BRN: 1984
• CAS DataBase Reference: (R)-Styrene oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Styrene oxide(20780-53-4)
• EPA Substance Registry System: (R)-Styrene oxide(20780-53-4)

Safety Data

• Hazard Codes: T
• Statements: 45-21-36
• Safety Statements: 53-45
• RIDADR: 2810
• WGK Germany: 3
• RTECS: CZ9625010
• F: 10
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 20780-53-4(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 20780-53-4 differently. You can refer to the following data:
1. Main metabolite of Styrene (S687790), catalyzed by epoxide hydrolase.
2. It is used to produce a homologated epoxide as part of a synthetic approach to (+)-allosedamine. It is the main metabolite of styrene, catalyzed by epoxide hydrolase.

Definition

ChEBI: The (R)-enantiomer of styrene oxide.

InChI:InChI=1/C8H8O/c1-2-4-7(5-3-1)8-6-9-8/h1-5,8H,6H2/t8-/m1/s1

Upstream product

• 96-09-3 styrene oxide 
• 24702-26-9 S-p-Tolyl-S-methyl-N-p-tosylsulfimid 
• 100-52-7 benzaldehyde 
• 1674-30-2 1-phenyl-2-chloroethanol 
• 65-85-0 benzoic acid 
• 100-42-5 styrene 
• 343239-88-3 (1R)-2-O-methanesulfonyl-1-phenyl-1,2-ethanediol 
• 52154-24-2 (R)-p-tolylsulfinylacetophenone 
• 55941-47-4 4-Phenyl-1-((R)-toluene-4-sulfinyl)-butan-2-ol 
• 96937-97-2 4-Phenyl-1-((R)-toluene-4-sulfinyl)-butan-2-one 
• 39201-98-4 -2-Hydroxy-2-phenylethyl-p-tolylsulfoxid 
• 70-11-1 α-bromoacetophenone 
• 134933-56-5 (S)-Chloro(phenyl)acetaldehyde 
• 17199-29-0 (S)-Mandelic acid 

Downstream Products

• 121053-49-4 (R)-(+)-1-phenyl-2-(phenylthio)ethan-1-ol 
• 96938-08-8 (R)-(+)-2-hydroxy-2-phenylethyl p-tolyl sulfide 
• 176300-58-6 (R)-2-Benzylsulfanyl-1-phenyl-ethanol 
• 197585-54-9 (R)-2-Ethylsulfanyl-1-phenyl-ethanol 
• 14252-67-6 (S)-(+)-2-chloro-2-phenylethanol 
• 77118-87-7 (S)-1-Phenyl-3-buten-1-ol 

Relevant articles and documents

Unusual solvent-effect in stereochemistry of asymmetric epoxidation using a (salen)chromium(III) complex as a catalyst

Epoxidation of conjugated olefins has been examined with (salen)chromium(III) complexes as catalysts. Although (salen)chromium(III) complexes were catalytically less active than the corresponding (salen)manganese(III) complexes, the reactions with the chromium complexes were found to exhibit interesting solvent-dependent stereochemistry.

Asymmetric epoxidation of styrene by novel chiral ruthenium(II) Schiff base complexes, synthesis and characterization

Synthesis of some novel Chiral Ru(II) Schiff base complexes of the type [Rul(PPh3)(H2O)2] 1-6 where L = Chiral Schiff bases derived from salicylaldehyde and L-amino acids namely, L-alanine, L-valine, L-Serine, L-Arginine,

Confinement of CuII-phthalocyanine in a bioinspired hybrid nanoparticle-assembled structure yields selective and stable epoxidation catalysts

Herein, we demonstrate that a bioinspired assembly of silica nanoparticles with polyamines as structure-directing agents similar to that known for the biosilicification of diatoms can pave the way for the efficient encapsulation of sulfonated copper-phthalocyanine in a hybrid microcapsule structure, in which the organic component provides a capable environment for its catalytic activity in epoxidation reactions and the nanoassembled structure imparts stability.

Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins

A concurrent cascade combining the use of a gold(I) N-heterocyclic carbene (NHC) and an alcohol dehydrogenase (ADH) is disclosed for the synthesis of highly valuable enantiopure halohydrins in an aqueous medium and under mild reaction conditions. The meth

Chiral Phosphotungstate Functionalized with (S)-1-Phenylethylamine: Synthesis, Characterization, and Asymmetric Epoxidation of Styrene

In the present work, an attempt has been made to induce chirality in copper-substituted phosphotungstate (PW11Cu) by functionalization with (S)-(+)-1-phenylethylamine (S-PEA) via a ligand substitution approach. The formation of a N→Cu dative bond was conf

An Amphiphilic (salen)Co Complex – Utilizing Hydrophobic Interactions to Enhance the Efficiency of a Cooperative Catalyst

An amphiphilic (salen)Co(III) complex is presented that accelerates the hydrolytic kinetic resolution (HKR) of epoxides almost 10 times faster than catalysts from commercially available sources. This was achieved by introducing hydrophobic chains that increase the rate of reaction in one of two ways – by enhancing cooperativity under homogeneous conditions, and increasing the interfacial area under biphasic reaction conditions. While numerous strategies have been employed to increase the efficiency of cooperative catalysts, the utilization of hydrophobic interactions is scarce. With the recent upsurge in green chemistry methods that conduct reactions ‘on water’ and at the oil-water interface, the introduction of hydrophobic interactions has potential to become a general strategy for enhancing the catalytic efficiency of cooperative catalytic systems. (Figure presented.).