13692-15-4

Basic information

• Product Name: (2,4-dichlorophenyl)oxirane
• Synonyms: (2,4-dichlorophenyl)oxirane
• CAS NO: 13692-15-4
• Molecular Formula: C₈H₆Cl₂O
• Molecular Weight: 189.03864
• EINECS: 237-207-2
• Mol File: 13692-15-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 244.6°Cat760mmHg
• Flash Point: 115.6°C
• Appearance: /
• Density: 1.428g/cm³
• Vapor Pressure: 0.047mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: (2,4-dichlorophenyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-dichlorophenyl)oxirane(13692-15-4)
• EPA Substance Registry System: (2,4-dichlorophenyl)oxirane(13692-15-4)

Safety Data

• Hazardous Substances Data: 13692-15-4(Hazardous Substances Data)

Usage

General Description

(2,4-dichlorophenyl)oxirane, also known as 2,4-dichlorobenzyl ether, is a chemical compound with the molecular formula C8H6Cl2O. It is a colorless liquid with a chloroform-like odor and is classified as an epoxide, which is a type of cyclic ether. (2,4-dichlorophenyl)oxirane is commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a reagent in organic chemistry reactions, particularly in the formation of carbon-carbon bonds. However, (2,4-dichlorophenyl)oxirane may pose environmental and health risks, as it is considered toxic and harmful if ingested, inhaled, or in contact with the skin or eyes. Therefore, proper precautions should be taken when handling this compound.

InChI:InChI=1/C8H6Cl2O/c9-5-1-2-6(7(10)3-5)8-4-11-8/h1-3,8H,4H2

Upstream product

• 2181-44-4 trimethylsulfonium methylsulfate 
• 874-42-0 2,4-dichlorobenzaldeyhde 
• 2631-72-3 2,4-dichlorophenacyl bromide 
• 16029-98-4 trimethylsilyl iodide 
• 2123-27-5 2,4-dichlorostyrene 
• 75-11-6 diiodomethane 
• 2181-42-2 trimethylsulphonium iodide 

Downstream Products

• 1475-13-4 2,4-dichloro-α-methylbenzyl alcohol 
• 187164-23-4 C₈H₈Cl₂O₂ 
• 187164-23-4 C₈H₈Cl₂O₂ 
• 27646-28-2 (S)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-ol 
• 141394-11-8 (S)-2-(2,4-dichlorophenyl)oxirane 
• 94038-18-3 (±)-1-(2-azido-2-(2, 4-dichlorophenyl)ethyl)-1H-imidazole 
• 1246770-52-4 ((R)-N-(1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethyl)-4-(5-phenyl-1,3,4-oxadiazol-2-yl)benzamide) 
• 1415114-05-4 (R)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethan-1-amine 
• 6574-98-7 2,4-dichlorobenzylnitrile 
• 1073106-49-6 C₁₄H₁₂Cl₃NO 
• 890038-11-6 C₁₉H₂₃Cl₂NO₃ 
• 22916-47-8 miconazole 
• 142730-60-7 1-<2-(2,4-Dichlorophenyl)-2-<(2-thienyl)methoxy>ethyl>-1H-imidazole 
• 390407-80-4 2-cyclobutylamino-1-(2,4-dichloro-phenyl)-ethanol 

Relevant articles and documents

Unified Mechanism of Oxygen Atom Transfer and Hydrogen Atom Transfer Reactions with a Triflic Acid-Bound Nonheme Manganese(IV)-Oxo Complex via Outer-Sphere Electron Transfer

Outer-sphere electron transfer from styrene, thioanisole, and toluene derivatives to a triflic acid (HOTf)-bound nonheme Mn(IV)-oxo complex, [(N4Py)MnIV(O)]2+-(HOTf)2 (N4Py = N,N-bis(2-pyridylmethyl)-N-bis(2-pyridyl)methylamine), has been shown to be the rate-determining step of different types of redox reactions such as epoxidation, sulfoxidation, and hydroxylation of styrene, thioanisole, and toluene derivatives, respectively, by [(N4Py)MnIV(O)]2+-(HOTf)2. The rate constants of HOTf-promoted epoxidation of all styrene derivatives with [(N4Py)MnIV(O)]2+ and electron transfer from electron donors to [(N4Py)MnV(O)]2+ exhibit a remarkably unified correlation with the driving force of outer-sphere electron transfer in light of the Marcus theory of electron transfer. The same electron-transfer driving force dependence is observed in the oxygen atom transfer from [(N4Py)MnIV(O)]2+-(HOTf)2 to thioanisole derivatives as well as in the hydrogen atom transfer from toluene derivatives to [(N4Py)MnIV(O)]2+-(HOTf)2. Thus, mechanisms of oxygen atom transfer (epoxidation and sulfoxidation) reactions of styrene and thioanisole derivatives and hydrogen atom transfer (hydroxylation) reactions of toluene derivatives by [(N4Py)MnIV(O)]2+-(HOTf)2 have been unified for the first time as the same reaction pathway via outer-sphere electron transfer, followed by the fast bond-forming step, which exhibits the singly unified electron-transfer driving force dependence of the rate constants as outer-sphere electron-transfer reactions. In the case of the epoxidation of cis-stilbene by [(N4Py)MnIV(O)]2+-(HOTf)2, the isomerization of cis-stilbene radical cation to trans-stilbene radical cation occurs after outer-sphere electron transfer from cis-stilbene to [(N4Py)MnIV(O)]2+-(HOTf)2 to yield trans-stilbene oxide selectively, which is also taken as evidence for the occurrence of electron transfer in the acid-catalyzed epoxidation.

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