18084-97-4

Usage

Uses

Used in Organic Synthesis:
Chlorotriphenylethylene is used as a building block in the synthesis of various pharmaceuticals and agrochemicals, contributing to the development of new compounds with therapeutic and agricultural applications.
Used in Metal-Catalyzed Reactions:
As a ligand, chlorotriphenylethylene plays a crucial role in metal-catalyzed reactions, enhancing the efficiency and selectivity of these processes, which are vital for the production of complex organic molecules.
Used in Preparation of Other Organic Compounds:
Chlorotriphenylethylene serves as a precursor for the preparation of other organic compounds, expanding the scope of chemical synthesis and the creation of novel materials.
Used in Environmental and Health Monitoring:
Due to its potential as an endocrine disruptor, chlorotriphenylethylene is subject to close monitoring and regulation in various industries to mitigate its environmental and health impacts, ensuring the safety of both ecosystems and human health.

InChI:InChI=1/C20H15Cl/c21-20(18-14-8-3-9-15-18)19(16-10-4-1-5-11-16)17-12-6-2-7-13-17/h1-15H

Upstream product

• 1733-63-7 1,2,2-triphenylethan-1-one 
• 42365-04-8 triphenylacetaldehyde 
• 119-61-9 benzophenone 
• 16965-75-6 Dimethyl 1-Chloro-1-phenylmethanephosphonate 
• 58-72-0 Triphenylethylene 
• 109686-85-3 1,2-dichlorotriphenylethane 
• 908093-98-1 diazodiphenylmethane 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 10026-13-8 phosphorus pentachloride 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 56-23-5 tetrachloromethane 
• 7791-25-5 sulfuryl dichloride 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 1520-42-9 1,1,2-triphenylethane 
• 72989-40-3 buta-1,3-diene-1,1,2,3,4,4-hexaylhexabenzene 
• 119-61-9 benzophenone 
• 1040086-20-1 9-chloro-10-phenylphenanthrene 
• 56019-41-1 1-acetoxy-1,2,2-triphenylethene 
• 112349-27-6 9-acetoxy-10-phenylphenanthrene 

Relevant academic research and scientific papers

One Step Vinylic Chlorination with Benzeneseleninyl Chloride

The reaction of benzeneseleninyl chloride with olefins in the presence of aluminium chloride or ruthenium(II) phosphine complex under mild conditions was found to give α-chloro-olefins in one step.

Reusable visible light photoredox catalysts; Catalyzed benzylic C(sp 3)-H functionalization/carbocyclization reactions

The C(sp3)-H functionalization/carbocyclization reaction through the oxidative quenching of visible light photoredox catalysts is established for constructing functionalized 1H-indenes. The process is general for a wide range of benzylic C(sps

An easy access to trisubstituted vinyl chlorides and improved synthesis of chloro/bromostilbenes

The α-chlorophosphonates (OCH2CMe2CH2O)P(O)CHCl-C6H4-4-R [R=H (4), Me (5), OMe (6)], which are now readily accessible, react with ketones R'C(O)R' in the presence of NaH (without recourse to the more expensive t- BuLi) to afford trisubstituted vinyl halides R'C(R')=CCl(C6H4-4-R) in good yields. The corresponding α-bromophosphonates [R=H (7), Me (8)] failed to react with ketones and gave the symmetrical acetylenes 4-R-C6H4-C=C- C6H44-R as isolable products in low yield. We have found that K2CO3 in refluxing xylene is a good base for the synthesis of chlorostilbenes; using this base the bromostilbenes ArCH=CBr(C6H44-R) can be prepared in significantly higher yields than by using NaH. The stereochemistry of two of the trisubstituted vinyl chlorides is unambiguously proven by X-ray structure determination. Thus for (Cl)PhC=CPh(Me), the isomer with the upfield NMR shift for the CH3 protons and for (Cl)PhC=C(Ph)(C6H4-4-Me), the isomer with the downfield NMR shift for the -C6H4-4-CH3 protons have Z stereochemistry.

Reactions on Aromatic Olefins Induced by Aminium Salts: Protic-Acid or Radical Cation Catalyzed Processes

Aromatic olefins by reaction with aminium salts lead, in strongly acidic reaction media, to different reaction products, arising from the intermediate formation of carbocation or radical-cation species.

Reaction of Benzeneseleninyl Chloride with Olefins in the Presence of a Lewis Acid. A Novel One Step Vinylic Chlorination

In the presence of aluminum chloride benzeneseleninyl chloride was found to be an exellent vinylic chlorinating reagent of olefins under mild conditions.However, such olefins as styrene, trans-stilbene, and trans-1-phenylpropene afforded dichloro adducts under similar conditions.A plausible reaction mechanism involving positive chlorine intermediate is proposed.

Organic Gas-Solid Reactions with Stilbenes, Chalcones, and Enamides

Crystalline stilbene (1) adds gaseous chlorine and bromine without intermediate melting.The stereoselectivity is similar to that observed in solutions.Triphenylethene (3) also yields the products 4 in gas-solid reactions with chlorine and bromine, but these products tend to loose HX from the crystal; their conversion products are described.Neither crystalline 1 nor 3, but (E)-1,2-diphenyl-1-propene (7) adds gaseous hydrogen bromide regiospecifically.The same is true for the crystalline chalcone 10, which adds hydrogen bromide and -chloride selectively to give 11 nonisotypically.Gaseous ammonia reconverts crystalline 11 into 10.The enamide 12 in its crystalline state adds the gases hydrogen bromide, -chloride, methanethiol and hydrogen, to give the products 13, but also 15 (addition and condensation) and 16 (double addition). 13f which is formed via hydrogenation of crystals is not isotypical with its precursor 12.The liquid 17 crstallizes on freezing and then easily adds the gases hydrogen bromide (> - 50 deg C) and hydrogen chloride (> - 80 deg C) in highly controlled reactions to give the reactive compounds 18.These are converted not only into oligomers but also into the derivatives 19, 20, 21, and 22.The advantages of the unusual reaction procedures are discussed.