164347-62-0

Basic information

• Product Name: 2-(chloromethyl)-2-(2,4-difluorophenyl)oxirane
• Synonyms: 2-(Chloromethyl)-2-(2,4-difluorophenyl)oxirane; oxirane, 2-(chloromethyl)-2-(2,4-difluorophenyl)-
• CAS NO: 164347-62-0
• Molecular Formula: C₉H₇ClF₂O
• Molecular Weight: 204.6011
• Mol File: 164347-62-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 246.9°C at 760 mmHg
• Flash Point: 103.1°C
• Density: 1.384g/cm³
• Vapor Pressure: 0.0416mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 2-(chloromethyl)-2-(2,4-difluorophenyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(chloromethyl)-2-(2,4-difluorophenyl)oxirane(164347-62-0)
• EPA Substance Registry System: 2-(chloromethyl)-2-(2,4-difluorophenyl)oxirane(164347-62-0)

Safety Data

• Hazardous Substances Data: 164347-62-0(Hazardous Substances Data)

Usage

Chemical class

Organic compounds, specifically oxiranes.

Physical state

Colorless liquid.

Primary use

Pesticide and insecticide.

Target pests

Aphids, thrips, and whiteflies.

Applicable crops

Cotton, rice, vegetables, and ornamental plants.

Mode of action

Disrupts the nervous system of pests, causing paralysis and death.

Precautions

Potential harmful effects on human health and the environment, handle and use with care.

Upstream product

• 51336-94-8 2-chloro-1-(2,4-dichlorophenyl)ethanone 
• 74-95-3 1,1-dibromomethane 
• 593-71-5 Chloroiodomethane 
• 348-57-2 2,4-difluorobromobenzene 
• 86386-74-5 1,3-(dichloro)-2-(2,4-difluorophenyl)propan-2-ol 

Downstream Products

• 506439-68-5 (R)-3-chloro-2-(2,4-difluorophenyl)propane-1,2-diol 
• 156570-12-6 (S)-3-chloro-2-(2,4-difluorophenyl)propane-1,2-diol 
• 86386-73-4 fluconazole 
• 141113-41-9 (R)-(-)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1,2-diol 
• 141113-37-3 (S)-(2-(2,4-difluorophenyl)oxiran-2-yl)methanol 
• 141113-36-2 2-(2,4-difluorophenyl)allyl alcohol 
• 141113-42-0 (S)-1-((2-(2,4-difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole 
• 149882-16-6 (S)-(+)-2-(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol 
• 219923-94-1 4-(chloromethyl)-4-(2,4-difluorophenyl)-2,2-dimethyl-1,3-dioxolane 
• 173837-63-3 (S)-2-(2,4-difluorophenyl)-1-acetoxy-3-methanesulfonyloxy-2-propanol 
• 173837-62-2 (R)-1-acetyloxy-2-(2,4-difluorophenyl)-2,3-propanediol 
• 141113-39-5 (S)-(2-(2,4-difluorophenyl)oxiran-2-yl)methanol 
• 173837-45-1 1,3-diacetoxy-2-(2,4-difluorophenyl)-2-propanol 

Relevant articles and documents

Organomagnesium Based Flash Chemistry: Continuous Flow Generation and Utilization of Halomethylmagnesium Intermediates

The generation of highly unstable chloromethylmagnesium chloride in a continuous flow reactor and its reaction with aldehydes and ketones is reported. With this strategy, chlorohydrins and epoxides were synthesized within a total residence time of only 2.6 s. The outcome of the reaction can be tuned by simply using either a basic or an acidic quench. Very good to excellent isolated yields, up to 97%, have been obtained for most cases (30 examples).

Asymmetric synthesis, antifungal activity and molecular modeling of iodiconazole isomers

Iodiconazole is a novel antifungal agent that was developed in its racemic form. In order to investigate the effects of the chiral center on the antifungal activity, R- and S-isomers of iodiconazole were prepared on the basis of the asymmetric Sharpless epoxidation. (S)-Iodiconazole was proved to have better antifungal activity than the (R)-isomer. The binding modes of the two isomers with lanosterol 14α-demethylase were clarified by molecular docking. Two isomers of iodiconazole, a novel antifungal agent, were prepared by asymmetric synthesis. Their antifungal activity and binding modes were investigated. Copyright

A practical chemoenzymatic synthesis of a key intermediate of antifungal agents

A novel synthesis of an azole antifungal building block, the optically active diol, is described. The key step involves an enantioselective hydrolysis of a prochiral diester by a lipase.