18511-62-1

Basic information

• Product Name: 2-(4-FLUOROPHENYL)OXIRANE
• Synonyms: 4-FLUOROSTYRENE OXIDE;2-(4-FLUOROPHENYL)OXIRANE;2-(P-FLUOROPHENYL)OXIRANE;2-(4-Fluorophenyl)oxirane 95%
• CAS NO: 18511-62-1
• Molecular Formula: C₈H₇FO
• Molecular Weight: 138.14
• EINECS: 242-467-5
• Product Categories: Chiral Compounds;Epoxides
• Mol File: 18511-62-1.mol
• Article Data: 121

Chemical Properties

• Boiling Point: 92 °C14 mm Hg(lit.)
• Flash Point: 72 °F
• Appearance: /
• Density: 1.167 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.58E-05mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• Solubility: Difficult to mix.
• CAS DataBase Reference: 2-(4-FLUOROPHENYL)OXIRANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-FLUOROPHENYL)OXIRANE(18511-62-1)
• EPA Substance Registry System: 2-(4-FLUOROPHENYL)OXIRANE(18511-62-1)

Safety Data

• Statements: 10
• Safety Statements: 16-24/25
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 18511-62-1(Hazardous Substances Data)

Usage

Description

2-(4-FLUOROPHENYL)OXIRANE, also known as (+/-)-4-Fluorostyrene oxide, is an organic compound with the molecular formula C8H7FO. It is characterized by the presence of a fluorophenyl group and an oxirane (epoxide) ring, which contributes to its unique chemical properties and reactivity.

Uses

Used in Chemicals Industry:
2-(4-FLUOROPHENYL)OXIRANE is used as a chemical intermediate for the synthesis of various compounds, taking advantage of its reactive oxirane ring and fluorophenyl group. Its unique structure allows it to be a versatile building block in the development of new chemicals with specific properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(4-FLUOROPHENYL)OXIRANE is utilized as a key intermediate in the development of drugs targeting various medical conditions. Its unique structure can be modified to create new molecules with potential therapeutic effects.
Used in Organic Chemistry:
2-(4-FLUOROPHENYL)OXIRANE is also used in organic chemistry for various purposes, including the synthesis of complex organic molecules and the study of reaction mechanisms involving epoxides and fluorinated aromatics.
Used in Biotransformation:
2-(4-FLUOROPHENYL)OXIRANE can be employed in biotransformation processes, where biological systems, such as enzymes or whole cells, are used to convert the compound into valuable products. This approach can provide an environmentally friendly and selective method for synthesizing new molecules with potential applications in various industries.

InChI:InChI=1/C3H8N2O2.BrH/c4-1-2(5)3(6)7;/h2H,1,4-5H2,(H,6,7);1H

Upstream product

• 6814-64-8 methylenedimethyl sulfurane 
• 459-57-4 4-fluorobenzaldehyde 
• 130318-72-8 methyldiphenyltelluronium tetraphenylborate 
• 456-04-2 2-Chloro-4'-fluoroacetophenone 
• 112022-81-8 (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole 
• 1774-47-6 trimethylsulfoxonium iodide 
• 1282036-05-8 C₈H₈BrFO 
• 405-99-2 para-fluorostyrene 
• 179694-35-0 (R)-(-)-1-(4-fluorophenyl)-1,2-ethanediol 
• 1234372-12-3 (1S)-2-bromo-1-(4-fluorophenyl)ethan-1-ol 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 1073-67-2 4-vinylbenzyl chloride 
• 773837-37-9 sodium cyanide 
• 18511-62-1 4-fluorostyrene oxide 

Downstream Products

• 134295-41-3 2-(4-Fluoro-phenyl)-2-{4-[(4-fluoro-phenyl)-hydroxy-methyl]-piperidin-1-yl}-ethanol 
• 134295-40-2 (-)-1-<(R)-2-(4-fluorophenyl)-2-hydroxyethyl>-4-<(R)-(4-fluorophenyl)hydroxymethyl>-piperidine 
• 134295-37-7 (-)-1-<(R)-2-(4-fluorophenyl)-2-hydroxyethyl>-4-<(S)-(4-fluorophenyl)hydroxymethyl>-piperidine 
• 403-41-8 (S)-1-(4-fluorophenyl)ethan-1-ol 
• 134295-38-8 (+)-1-<(S)-2-(4-fluorophenyl)-2-hydroxyethyl>-4-<(R)-(4-fluorophenyl)hydroxymethyl>-piperidine 
• 134295-39-9 (+)-1-<(S)-2-(4-fluorophenyl)-2-hydroxyethyl>-4-<(S)-(4-fluorophenyl)hydroxymethyl>-piperidine 
• 403-41-8 (R)-1-(4-fluorophenyl)ethan-1-ol 
• 17951-22-3 1-(4-fluorophenyl)ethane-1,2-diol 
• 18511-62-1 (2S)-2-(4-fluorophenyl)oxirane 
• 213479-90-4 (S)-(+)-1-(4-fluorophenyl)-1,2-ethanediol 
• 179694-35-0 (R)-(-)-1-(4-fluorophenyl)-1,2-ethanediol 
• 18511-62-1 R-(-)-2-(4-fluorophenyl)oxirane 
• 473552-27-1 (S)-(+)-2-amino-1-(p-fluorophenyl)ethanol 
• 1028809-65-5 (R)-2-((5S,8S)-8-benzhydryl-1,4-diazabicyclo[3.3.1]nonane-2-yl)-1-(4-fluorophenyl)ethanol 

Relevant articles and documents

Asymmetric Epoxidation of Olefins Catalyzed by Substituted Aminobenzimidazole Manganese Complexes Derived from L-Proline

A family of manganese complexes [Mn(Rpeb)(OTf)2] (peb=1-(1-ethyl-1H-benzo[d]imidazol-2-yl)-N-((1-((1-ethyl-1H-benzo[d]imidazol-2-yl)methyl) pyrrolidin-2-yl)methyl)-N-methylmethanamine)) derived from L-proline has been synthesized and characterized, where R refers to the group at the diamine backbone. X-ray crystallographic analyses indicate that all the manganese complexes [Mn(Rpeb)(OTf)2] exhibit cis-α topology. These types of complexes are shown to catalyze the asymmetric epoxidation of olefins employing H2O2 as a terminal oxidant with up to 96% ee. Obviously, the R group of the diamine backbone can influence the catalytic activity and enantioselectivity in the asymmetric epoxidation of olefins. In particular, Mn(i-Prpeb)(OTf)2 bearing an isopropyl arm, cannot catalyze the epoxidation reaction with H2O2 as the oxidant. However, when PhI(OAc)2 is used as the oxidant instead, all the manganese complexes including Mn(i-Prpeb)(OTf)2 can promote the epoxidation reactions efficiently. Taken together, these results indicate that isopropyl substitution on the Rpeb ligand inhibits the formation of active Mn(V)-oxo species in the H2O2/carboxylic acid system via an acid-assisted pathway.

Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution

Structure-guided microtuning of an Aspergillus usamii epoxide hydrolase was executed. One mutant, A214C/A250I, displayed a 12.6-fold enhanced enantiomeric ratio (E = 202) toward rac-styrene oxide, achieving its nearly perfect kinetic resolution at 0.8 M in pure water or 1.6 M in n-hexanol/water. Several other beneficial mutants also displayed significantly improved E values, offering promising biocatalysts to access 19 structurally diverse chiral monosubstituted epoxides (97.1 - ≥ 99% ees) and vicinal diols (56.2-98.0% eep) with high yields.

Synthesis of a light-harvesting ruthenium porphyrin complex substituted with BODIPY units. Implications for visible light-promoted catalytic oxidations

A light-harvesting ruthenium porphyrin substituted covalently with four boron-dipyrrin (BODIPY) moieties has been synthesized and studied. The resulting complex showed an efficient decarbonylation reaction predominantly due to a photo-induced energy transfer process. Chemical oxidation of the ruthenium(ii) BODIPY-porphyrin afforded a high-energytrans-dioxoruthenium(vi) species that is one order of magnitude more reactive towards alkene oxidation than those analogues supported by conventional porphyrins. In the presence of visible light, the ruthenium(ii) BODIPY-porphyrin displayed remarkable catalytic activity toward sulfide oxidation and alkene epoxidation using iodobenzene diacetate [PhI(OAc)2] and 2,6-dichloropyridineN-oxide (Cl2pyNO) as terminal oxidants, respectively. The findings in this work highlight that porphyrin-BODIPY conjugated metal complexes are potentially useful for visible light-promoted catalytic oxidations.