1820-42-4

Basic information

• Product Name: Benzene, 1,1-(1,2-ethynediyl)bis(4-chloro-
• CAS NO: 1820-42-4
• Molecular Formula: C₁₄H₈Cl₂
• Molecular Weight: 247.124
• Mol File: 1820-42-4.mol
• Article Data: 88

Chemical Properties

• Boiling Point: 352.3°Cat760mmHg
• Flash Point: 163.1°C
• Density: 1.3g/cm³
• CAS DataBase Reference: Benzene, 1,1-(1,2-ethynediyl)bis(4-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1-(1,2-ethynediyl)bis(4-chloro-(1820-42-4)
• EPA Substance Registry System: Benzene, 1,1-(1,2-ethynediyl)bis(4-chloro-(1820-42-4)

Safety Data

• Hazardous Substances Data: 1820-42-4(Hazardous Substances Data)

Usage

General Description

Benzene, 1,1-(1,2-ethynediyl)bis(4-chloro- is a chemical compound consisting of a benzene ring with two chlorine atoms and an ethynediyl bridge. It is commonly used as a reagent in organic synthesis and as a building block in the production of various chemicals and materials. Benzene, 1,1-(1,2-ethynediyl)bis(4-chloro- is highly reactive due to the presence of the ethynediyl group, which allows for the formation of numerous derivatives and functional groups. Its chloro substituents also make it useful in the preparation of various chlorinated compounds. However, it is important to handle and use this chemical with caution as it is toxic and potentially hazardous to human health and the environment.

Upstream product

• 72-54-8 1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 52964-37-1 α,α'-Sulfonyl-bis(α-brom-4-chlor-toluol) 
• 121-44-8 triethylamine 
• 106-39-8 bromochlorobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 2809-65-6 4-chloro-1-propynylbenzene 
• 108-90-7 chlorobenzene 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 1563173-90-9 C₂₁H₁₆Cl₂O₂S 
• 4137-78-4 4,α,α,4',α',α'-hexachloro-bibenzyl 
• 3240-10-6 (4-chlorophenyl)propiolic acid 
• 195062-61-4 4-chlorophenylboronic acid pinacol ester 
• 1679-18-1 4-Chlorophenylboronic acid 

Downstream Products

• 1217-92-1 2--6-chlor-indenon 
• 5216-36-4 4,4'-ethynediyl-di-benzonitrile 
• 5216-35-3 1,2-bis(4-chlorophenyl)ethane 
• 72234-51-6 3,4-bis-(4-chloro-phenyl)-[1,2,5]thiadiazole 
• 167556-11-8 (Z)-1,2,3,4-tetrakis(4-chlorophenyl)2-butene-1,4-dione 
• 123248-22-6 butyl p-chlorocinnamate 
• 1059590-42-9 butyl (2E,4E,6E)-4,5-di(4-chlorophenyl)-7-phenyl-2,4,6-heptatrienoate 
• 1059590-62-3 1,2,3,4-tetra(4-chlorophenyl)-6-phenylfulvene 
• 939044-78-7 [η4-tetrakis(4-chlorophenyl)cyclobutadiene](η5-formylcyclopentadienyl)cobalt(I) 
• 1037289-16-9 1-[1,2,3,4-tetrakis(4-chlorophenyl)naphthalen-5-yl]-1H-pyrazole 
• 78525-36-7 1,1,2,2-tetrakis(4-chlorophenyl)ethene 
• 1147304-01-5 8-(N-phenylamino)-3,4-bis(4-chlorophenyl)isocoumarin 
• 1147304-32-2 4-(1,2-bis(4-chlorophenyl)ethenyl)-9H-carbazole 
• 1174270-36-0 5,6-bis(4-chlorophenyl)-3-methyl-2H-pyran-2-one 

Relevant articles and documents

Rhodium(III)-catalysed decarbonylative annulation through C-H activation: Expedient access to aminoisocoumarins by weak coordination

Rhodium-catalysed decarbonylative annulation of isatoic anhydrides with alkynes through C-H activation for the synthesis of aminoisocoumarins was developed. This enables the gram-scale transformation to iodoisocoumarin which is a vital building block in transition-metal-catalysed cross couplings. These compounds exhibit blue-emitting luminescence properties.

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Poly(phenylene-carborane) for boron-carbide/carbon ceramic precursor synthesized via nickel catalysis

High thermally and thermo-oxidatively stable poly(phenylene-carborane) (PPB) was synthesized via Ni(0)-catalyzed polymerization of bis(aryl chloride) monomer containing carborane. This polymer was soluble in THF and NMP at room temperature, thus allowing

Pd-Catalyzed Alkyne Insertion/C-H Activation/[4 + 2] Carboannulation of Alkenes to the Synthesis of Polycyclics

An unprecedented Pd-catalyzed alkyne insertion/C-H activation/intramolecular [4 + 2] carboannulation of alkenes has been reported. In this transformation, the C-H activation was triggered by an in situ generated alkenylpalladium species via the Pd-catalyzed cross-coupling reaction of aryl iodides and alkynes. Subsequently, the resulting five-membered C, C-palladacycle intermediates were added across the alkenes, providing a unique approach to access diversified polycyclics in good efficiency. Two new rings and three C-C bonds were formed in one pot.

Selective Synthesis of Non-Aromatic Five-Membered Sulfur Heterocycles from Alkynes by using a Proton Acid/N-Chlorophthalimide System

A multicomponent strategy to achieve two different regioselectivities from alkynes, isothiocyanates and H2O with a proton acid/N-chlorophthalimide (NCPI) system is described to selectively obtain non-aromatic five-membered sulfur heterocycles (1,3-oxathiol-2-imines/thiazol-2(3H)-one derivatives) through multiple bond formations. The process features readily available starting materials, mild reaction conditions, broad substrate scope, good functional-group tolerance, high regio- and chemo- selectivities, gram-scale synthesis and late-stage modifications. Mechanistic studies support the proposal that the transformation process includes a combination of H2O and isothiocyanate, free-radical formation, carbonation and intramolecular cyclization to give the products. Furthermore, the 1,3-oxathiol-2-imine derivatives possess unique fluorescence characteristics and can be used as Pd2+ sensors with a “turn-off” response, demonstrating potential applications in environmental and biological fields.

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.