2971-22-4

Basic information

• Product Name: 1,1'-(2,2,2-trichloroethylidene)dibenzene
• Synonyms: 1,1'-(2,2,2-trichloroethylidene)dibenzene;1,1,1-trichloro-2,2-diphenylethane;(2,2,2-trichloro-1-phenylethyl)benzene
• CAS NO: 2971-22-4
• Molecular Formula: C₁₄H₁₁Cl₃
• Molecular Weight: 285.59614
• EINECS: 221-007-7
• Mol File: 2971-22-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 65 °C
• Boiling Point: 367.68°C (rough estimate)
• Flash Point: 245.1°C
• Appearance: /
• Density: 1.2182 (rough estimate)
• Refractive Index: 1.5610 (estimate)
• CAS DataBase Reference: 1,1'-(2,2,2-trichloroethylidene)dibenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-(2,2,2-trichloroethylidene)dibenzene(2971-22-4)
• EPA Substance Registry System: 1,1'-(2,2,2-trichloroethylidene)dibenzene(2971-22-4)

Safety Data

• Hazardous Substances Data: 2971-22-4(Hazardous Substances Data)

Usage

Class

Chlorinated hydrocarbons

Origin

Byproduct of DDT breakdown

Persistence

Highly stable, can persist in the environment for many years

Environmental Concern

Persistent organic pollutant

Bioaccumulation

Potential to bioaccumulate in the food chain

Health Impact

Known to have endocrine-disrupting properties

Wildlife Effects

Linked to adverse effects on wildlife

Human Health

Potentially harmful to human health

Regulation

Production and use heavily restricted or banned in many countries

Upstream product

• 75-87-6 chloral 
• 71-43-2 benzene 
• 302-17-0 chloral hydrate 
• 56-23-5 tetrachloromethane 
• 781-35-1 1,1-diphenylacetone 
• 7664-93-9 sulfuric acid 
• 7446-70-0 aluminium trichloride 
• 7647-01-0 hydrogenchloride 
• 1733-63-7 1,2,2-triphenylethan-1-one 

Downstream Products

• 66955-59-7 4,4'-dichlorovinylidene-di-benzoic acid 
• 119-61-9 benzophenone 
• 612-00-0 1,1'-ethylidenebis-benzene 
• 588-59-0 stilbene 
• 632-50-8 1,1,2,2-tetraphenylethane 
• 2971-23-5 1,1,1-trichloro-2,2-bis-(4-nitro-phenyl)-ethane 
• 167284-99-3 1,1,1-trichloro-2,2-bis-(3-nitro-phenyl)-ethane 
• 854458-74-5 2,2,3,3-tetrachloro-1,1,4,4-tetraphenyl-butane 
• 108476-30-8 3,4'-dichlorovinylidene-bis-benzenesulfonic acid 
• 645-49-8 cis-stilben 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 501-65-5 diphenyl acetylene 
• 2779-69-3 1,1-dichloro-2,2-diphenylethene 
• 7732-18-5 water 

Relevant articles and documents

The laser-drop method: A new approach to induce multiple photon chemistry with pulsed lasers. Examples involving reactions of diphenylmethyl and cumyloxyl radicals

A new method, described as the laser-drop technique, is presented which allows preparative experiments in laser-induced multiphoton chemistry. The technique shares most of the advantages of the successful laser-jet technique but allows the use of pulsed lasers that are readily available in many laboratories. The laser-drop method has been tested with two photochemical systems. The well-studied diphenylmethyl radical system allows a direct comparison of results from laser-drop, laser-jet, lamp, and two-color two-laser studies. The laser-jet and laser-drop techniques show comparable performance for two-photon processes, but the latter has advantages in reactions of higher order in light intensity. The photolysis of dicumyl peroxide has been used to demonstrate for the first time laser-induced β-cleavage of alkoxyl radicals. Photolysis of dicumyl peroxide in methanol leads to dramatically different product distributions under conditions of lamp and laser-drop photolysis.

Studies on the rearrangement of (trichloromethyl)carbinols to α-chloroacetic acids

Phenyl(trichloromethyl)carbinol undergoes an unimolecular, predominantly intramolecular conversion into potassium α-chlorophenylacetate on stirring with 10percent aqueous potassium hydroxide at 0 deg C for several days.Besides providing an interesting example of a 1-2 chlorine shift, the reaction is of potential importance for the synthesis of α-chloro acids.The study of a variety of (trichloromethyl)carbinols shows the reaction is general for secondary (trichloromethyl)carbinols as well as trichloroethanol.The mechanism of the reaction involves the preliminary formation of an epoxide.Several mechanisms are considered for the conversion of the epoxide to the α-chloroacetate anion, but none accounts for all of the experimental facts.Tertiary carbinols break down at the epoxide stage into a ketone and carbon monoxide.