1460-06-6

Usage

Structure

Two phenyl rings attached to a central ethene group with a chlorine substituent

Uses

a. Organic synthesis
b. Starting material for various organic compounds
c. Production of dyes, pigments, and pharmaceuticals

Physical state

Clear, colorless to pale yellow liquid

Odor

Faint

Solubility

Insoluble in water, soluble in organic solvents

Safety precautions

Toxic and irritant properties, handle with care

Upstream product

• 908094-04-2 phenyldiazomethane 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 618-34-8 1-chlorostyrene 
• 100-34-5 benzene diazonium chloride 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 91-47-4 2,3-diphenylacrylic acid 
• 451-40-1 phenyl benzyl ketone 
• 19816-85-4 N'-(1,2-diphenylethylidene)-4-methylbenzenesulfonohydrazide 
• 244028-13-5 2,2-diphenylmethylchlorocarbene radical 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 
• 98-07-7 Benzotrichlorid 
• 2387-16-8 1,1-dichloro-2,2-diphenylethane 

Downstream Products

• 24736-47-8 2-Hydroxy-2,3-diphenyl-2,3-dihydro-phenthro<9.10-b>-<1.4>dioxin 
• 39672-48-5 4,5-Diphenyl-1,2,3-triazin 
• 72040-08-5 diphenylchloroazirine 
• 79158-56-8 C₁₅H₁₂ClN₃ 
• 79158-54-6 2-Chloromethyl-2,3-diphenyl-2H-azirine 
• 17547-17-0 1,1,2-trichloro-1,2-diphenyl ethane 

Relevant academic research and scientific papers

Transition metal free large-scale synthesis of aromatic vinyl chlorides from aromatic vinyl carboxylic acids using bleach

While continuing our research on Hunsdiecker reaction, we came across an interesting application of bleach, sodium hypochlorite (NaOCl) for decarboxylative chlorination reaction. The reaction is easily scaled up to 10 mmol. The reaction has good tolerance towards wide variety of functional groups. The reaction has mild conditions and gave relatively high chemical yield of the desired product.

Regioselective Synthesis of Vinyl Halides, Vinyl Sulfones, and Alkynes: A Tandem Intermolecular Nucleophilic and Electrophilic Vinylation of Tosylhydrazones

A diazo species is trapped in an intermolecular fashion by two independent ion species in tandem at the carbene center to install an electrophile and a nucleophile on the same carbon. This metal-free concept, which is unprecedented, has been illustrated by regioselective synthesis of a variety of vinyl halides, vinyl sulfones, and alkyne derivatives. (Chemical Equation Presented).

Diphenylmethylchlorocarbene: Comparison of experiment and theory

Diphenylmethylchlorocarbene (5) exhibits minimal 1,2-Ph migration (k(Ph)=1.5x106 s-1); 1,2-H migration (k(H)=2.1x107 s-1) is 14 times faster in pentane at 25°C.

vic-Dichlorination of olefins with sodium chlorite, Mn(acac)3, and moist alumina in dichloromethane

Aliphatic, alicyclic, and aromatic alkenes underwent smooth vicdichlorination upon treatment with a reagent combination of NaClO2, Mn(acac)3 catalyst, and chromatographic neutral alumina preloaded with a small amount of water in dichloromethane under mild conditions.

A one-pot generation of α-chloro-α-lithio alkanephosphonates. A new preparative route to 1,2-epoxyalkanephosphonates

Reaction of lithio anion derived from diethyl alkanephosphonate in the presence of 2 eq. of n-BuLi with benzenesulfonyl chloride gives directly the corresponding diethyl-1-chloro-1-lithioalkanephosphonate, which reacts in situ with carbonyl compounds followed by intramolecular substitution reaction to give 1,2-epoxyalkanephosphonates.

Electrochemical Cross-Coupling of Alkyl Halides in the Presence of a Sacrificial Anode

The electrochemical trichloromethylation of various alkyl halides has been obtained in high yields in an undivided cell in the presence of a sacrificial anode.This cross-coupling process has been extended to the preparation of numerous gem-dichloro compounds from trichloro-substituted methanes and alkyl halides.Zinc,magnesium or aluminium were used as anodes according to the reduction potentiel of the reagents.Mixtures of polar aprotic solvents,e.g.THF-TMU or THF-NMP, were found more appropriate than pure solvents.The critical role of the metallic ions from the consumption of the anode has been clearly evidenced.