394-56-9

Basic information

• Product Name: BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)-
• Synonyms: BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)-;2,2,2-Trichloro-1-(4-fluorophenyl)ethanol
• CAS NO: 394-56-9
• Molecular Formula: C₈H₆Cl₃FO
• Molecular Weight: 243.4900432
• Mol File: 394-56-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 291.1°Cat760mmHg
• Flash Point: 129.8°C
• Appearance: /
• Density: 1.532g/cm³
• Vapor Pressure: 0.000915mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)-(394-56-9)
• EPA Substance Registry System: BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)-(394-56-9)

Safety Data

• Hazardous Substances Data: 394-56-9(Hazardous Substances Data)

Usage

General Description

BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)- is a chemical compound with the formula C7H6Cl3FO. It is a derivative of methanol with a trichloromethyl and fluorine substituent attached to the alpha carbon. BenzeneMethanol, 4-fluoro-.alpha.-(trichloroMethyl)- is primarily used in the production of pharmaceuticals, pesticides, and other specialty chemicals. It is also used as an intermediate in the synthesis of various organic compounds. However, it is important to handle this chemical with caution as it is toxic and can have harmful effects on human health and the environment.

InChI:InChI=1/C8H6Cl3FO/c9-8(10,11)7(13)5-1-3-6(12)4-2-5/h1-4,7,13H

Upstream product

• 302-17-0 chloral hydrate 
• 448-59-9 tris(4-fluorophenyl)boroxine 
• 650-51-1 sodium trichloroacetate 
• 459-57-4 4-fluorobenzaldehyde 
• 76-03-9 trichloroacetic acid 
• 67-66-3 chloroform 

Downstream Products

• 475-26-3 1,1'-(2,2,2-trichloroethylidene)bis(p-fluorobenzene) 
• 603-55-4 1,1-dichloro-2,2-bis(4-fluorosphenyl)ethane 
• 24843-89-8 (R)-Azido-(4-fluoro-phenyl)-acetic acid 
• 339274-32-7 (R)-2,2,2-trichloro-1-(4-fluorophenyl)ethanol 
• 19883-57-9 (S)-2-amino-2-(4-fluorophenyl)acetic acid 
• 50871-27-7 5-(4-Fluoro-phenyl)-2-imino-thiazolidin-4-one 
• 321-36-8 2,2,2-trichloro-1-(4-fluorophenyl)ethan-1-one 
• 61693-75-2 2,2-dichloro-1-(4-fluoro-phenyl)-ethanol 
• 57124-76-2 1-(2,2-dichlorovinyl)-4-fluorobenzene 
• 934372-15-3 (Z)-2-chloro-1-(4-fluorophenyl)non-1-ene 
• 934372-12-0 (Z)-2-chloro-1-(4-fluorophenyl)-5-phenylpent-1-ene 
• 444-56-4 2-acetoxy-1,1,1-trichloro-2-(4-fluoro-phenyl)-ethane 

Relevant articles and documents

Manipulating Solid Forms of Contact Insecticides for Infectious Disease Prevention

Malaria control is under threat by the development of vector resistance to pyrethroids in long-lasting insecticidal nets, which has prompted calls for a return to the notorious crystalline contact insecticide DDT. A faster acting difluoro congener, DFDT, was developed in Germany during World War II, but in 1945 Allied inspectors dismissed its superior performance and reduced toxicity to mammals. It vanished from public health considerations. Herein, we report the discovery of amorphous and crystalline forms of DFDT and a mono-fluorinated chiral congener, MFDT. These solid forms were evaluated against Drosophila as well as Anopheles and Aedes mosquitoes, the former identified as disease vectors for malaria and the latter for Zika, yellow fever, dengue, and chikungunya. Contact insecticides are transmitted to the insect when its feet contact the solid surface of the insecticide, resulting in absorption of the active agent. Crystalline DFDT and MFDT were much faster killers than DDT, and their amorphous forms were even faster. The speed of action (a.k.a. knockdown time), which is critical to mitigating vector resistance, depends inversely on the thermodynamic stability of the solid form. Furthermore, one enantiomer of the chiral MFDT exhibits faster knockdown speeds than the other, demonstrating chiral discrimination during the uptake of the insecticide or when binding at the sodium channel, the presumed destination of the neurotoxin. These observations demonstrate an unambiguous link between thermodynamic stability and knockdown time for important disease vectors, suggesting that manipulation of the solid-state chemistry of contact insecticides, demonstrated here for DFDT and MFDT, is a viable strategy for mitigating insect-borne diseases, with an accompanying benefit of reducing environmental impact.

PESTICIDAL COMPOUNDS AND METHODS OF USE

Described herein are compounds, pesticidally acceptable salts thereof, and compositions thereof that are useful, for example, for pest management and for controlling pests. In certain embodiments provided are enantioenriched and/or enantiopure compounds and pesticidally acceptable salts thereof, and methods of making same. Methods of controlling pests with the compounds of the disclosure are also provided.

Reeve's synthesis of 2-imino-4-thiazolidinone from alkyl (aryl) trichloromethylcarbinol revisited, a three-component process from aldehyde, chloroform and thiourea

An efficient synthesis of 2-imino-4-thiazolidinones from readily accessible alkyl (aryl) trichloromethylcarbinols and thioureas under mild conditions is reported. A one-pot three-component synthesis of the title compounds from aldehyde, chloroform and thiourea is also developed for the first time