5333-82-4

Basic information

• Product Name: α-(Trichloromethyl)-4-chlorobenzenemethanol
• Synonyms: 1-(4-Chlorophenyl)-2,2,2-trichloroethanol;p-Chloro-α-(trichloromethyl)benzenemethanol;α-(Trichloromethyl)-4-chlorobenzenemethanol;BenzeneMethanol, 4-chloro-.alpha.-(trichloroMethyl)-
• CAS NO: 5333-82-4
• Molecular Formula: C₈H₆Cl₄O
• Molecular Weight: 259.94464
• Mol File: 5333-82-4.mol

Chemical Properties

• Melting Point: 47-48 °C
• Boiling Point: 326.7°C at 760 mmHg
• Flash Point: 151.4°C
• Appearance: /
• Density: 1.559g/cm³
• Vapor Pressure: 8.59E-05mmHg at 25°C
• Refractive Index: 1.596
• PKA: 11.72±0.20(Predicted)
• CAS DataBase Reference: α-(Trichloromethyl)-4-chlorobenzenemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: α-(Trichloromethyl)-4-chlorobenzenemethanol(5333-82-4)
• EPA Substance Registry System: α-(Trichloromethyl)-4-chlorobenzenemethanol(5333-82-4)

Safety Data

• Hazardous Substances Data: 5333-82-4(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
α-(Trichloromethyl)-4-chlorobenzenemethanol is used as a soil fumigant for the purpose of controlling and eliminating soil-borne pathogens, pests, and weeds. Its application in this industry is crucial for maintaining crop health and productivity, although it requires strict adherence to safety protocols to minimize risks to human health and the environment.
Used in Pest Control:
In the pest control sector, α-(Trichloromethyl)-4-chlorobenzenemethanol is utilized as an effective agent for managing and eradicating various types of pests that can damage crops and landscapes. Its potent nature makes it a valuable tool in integrated pest management strategies, ensuring the protection of agricultural produce and the environment.
Used in Environmental Management:
α-(Trichloromethyl)-4-chlorobenzenemethanol is also considered in the context of environmental management, where its potential hazards necessitate the development of strategies for its safe handling, storage, and disposal. This includes the implementation of guidelines and regulations to mitigate its impact on soil and water ecosystems, thereby preserving the balance of the environment.

InChI:InChI=1/C8H6Cl4O/c9-6-3-1-5(2-4-6)7(13)8(10,11)12/h1-4,7,13H

Upstream product

• 27704-37-6 2,2,2-trichloro-1-(4-chlorophenyl)ethanone 
• 555-31-7 aluminum isopropoxide 
• 67-66-3 chloroform 
• 104-88-1 4-chlorobenzaldehyde 
• 75-87-6 chloral 
• 108-90-7 chlorobenzene 
• 13086-93-6 (acetyloxy)(4-chlorophenyl)methyl acetate 
• 56-23-5 tetrachloromethane 
• 75-62-7 Bromotrichloromethane 
• 650-51-1 sodium trichloroacetate 

Downstream Products

• 38304-81-3 2-(4-bromo-phenyl)-1,1,1-trichloro-2-(4-chloro-phenyl)-ethane 
• 63253-16-7 1,1,1-trichloro-2-(4-chloro-phenyl)-2-lauroyloxy-ethane 
• 61029-85-4 1,1,1-trichloro-2-(4-chloro-phenyl)-2-(4-iodo-phenyl)-ethane 
• 108905-18-6 chrysanthemumic acid-[2,2,2-trichloro-1-(4-chloro-phenyl)-ethyl ester] 
• 74-11-3 para-chlorobenzoic acid 
• 63252-82-4 2-acetoxy-1,1,1-trichloro-2-(2,5-dichloro-phenyl)-ethane 
• 63252-99-3 2,2,2-trichloro-(4-chlorophenyl)ethyl acetate 
• 63253-07-6 1,1,1-trichloro-2-(4-chloro-phenyl)-2-propionyloxy-ethane 
• 63253-12-3 1,1,1-trichloro-2-(4-chloro-phenyl)-2-pivaloyloxy-ethane 
• 63253-06-5 2-benzoyloxy-1,1,1-trichloro-2-(4-chloro-phenyl)-ethane 
• 63253-10-1 1,1,1-trichloro-2-(4-chloro-phenyl)-2-valeryloxy-ethane 
• 63253-13-4 1,1,1-trichloro-2-(4-chloro-phenyl)-2-hexanoyloxy-ethane 
• 63253-09-8 1,1,1-trichloro-2-(4-chloro-phenyl)-2-isobutyryloxy-ethane 
• 63253-08-7 2-butyryloxy-1,1,1-trichloro-2-(4-chloro-phenyl)-ethane 

Relevant articles and documents

A novel β-(oxy)alkyl radical during copper(I)-mediated stereoselective synthesis of (Z)-ene-1,4-diones in a reaction of 2,2,2-trichloro-1-phenylethanone

A novel β-(oxy)alkyl radical derived from trichloro methyl compound containing neither a suitably located C-C multiple bond nor a leaving group or a H-atom at the β-position of the radical in a reaction of 2,2,2-trichloro-1-phenyl-ethanone with 2 mol equiv each of CuCl and bpy in refluxing DCE under a N2 atm underwent intramolecular heterolysis (just like formation of intact radical cation-anion pair) during stereoselective radical dimerization to Z-ene-1,4-dione along with small amount of reductive dechlorination product. The stereochemistry was established by X-ray diffraction spectroscopy of various solid crystalline products.

β-(Carbonatoxy)alkyl radicals: A new subset of β-(ester)alkyl radical fragmentation during copper(I)-mediated synthesis of 1,1-dichloro-1-alkenes

A new subset of β-(ester)alkyl radicals is presented. It is the first study on the chemistry of β-(alkoxycarbonyloxy)alkyl radicals that fill the gap in the spectrum of the migrating groups in β-(ester)alkyl radical reactions. The change from less nucleofugal (acetate) group to the more nucleofugal (carbonate) group in the spectrum of the migrating group changed the reaction path from rearrangement to fragmentation. This approach has been used for the synthesis of 1,1-dichloroalkenes in high yields. The formation of dichloroalkenes was accounted by the involvement of alkene radical cation and carbonate anion pair (a CIP) as a result of heterolysis of the CO bond of the carbonate at the β-position of the β-(alkoxycarbonyloxy)alkyl radical. The alkene radical cation was trapped by nucleophilic reaction with MeOH to form methyl ester.

Decarboxylative trichloromethylation of aromatic aldehydes and its applications in continuous flow

Two new protocols for the efficient synthesis of 2,2,2- trichloromethylcarbinols, starting from aromatic aldehydes, have been developed. A combination of sodium trichloroacetate in the presence of malonic acid proved efficient for the transformation of el

Platinum on carbon-catalyzed precise reduction control of trichloromethyl to Geminal-dichloromethyl groups

Geminal-dichloromethyl derivatives could be efficiently synthesized by the highly chemoselective platinum on carbon-catalyzed mono-dechlorination of trichloromethyl substrates in dimethylacetamide (DMA) as a specific solvent at 25 °C under a hydrogen atmosphere. Copyright

Copper(I)-promoted synthesis of chloromethyl ketones from trichloromethyl carbinols

(Chemical Equation Presented) Reaction of several trichloromethyl carbinols with 2 equiv of CuCl/bpy in refluxing DCE for 3 h afforded chloromethyl ketones in excellent yield by 1,2-H shift in the copper-chlorocarbenoid intermediate.

Decomposition of sodium trichloroacetate in the presence of quaternary ammonium under microwave irradiation: A convenient one-pot synthesis of α-hydroxy acids in water

A good yielding phase-transfer-catalyzed procedure for one-pot preparation of α-hydroxy acids from carbonyl compounds and sodium trichloroacetate by in situ addition and hydrolysis under microwave irradiation is described. Decomposition of sodium trichloroacetate is strongly accelerated by the presence of quaternary ammonium. The reaction can be conducted in water. Copyright Taylor & Francis Group, LLC.

Reductive Addition of Polyhalomethanes and Their Related Compounds to Aldehydes and 1,2-Elimination of the Coupling Products in a Pb/Al Bimetal Redox System

A Pb/Al bimetal system was used to carry out reductive addition of tetrachloromethane, tetrabromomethane, bromotrichloromethane, trichloroacetamide, and trichloroacetonitrile to aldehydes.Subsequent 1,2-elimination of the halogen atom and hydroxyl group from the coupling products was also performed with the Pb/Al bimetal system.The technology was successfully applied to stereocontrolled syntheses of ethyl trans- and cis-3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates.

CARBOXYLATION OF ARENES

A two-step procedure for the carboxylation of aromatic rings is described, involving the intermediate preparation of 1-aryl-2,2,2-trichloroethanols (1), which form the corresponding benzoic acids by treatment with NaOH/H2O2.