873-73-4

Basic information

• Product Name: 4-Chlorophenylacetylene
• Synonyms: (p-Chlorophenyl)acetylene;p-Ethynylchlorobenzene;Benzene, 1-chloro-4-ethynyl- (6CI, 7CI, 8CI, 9CI);4-CHOROPHENYLACETYLENE;(4-Chlorophenyl)ethyne;1-(4-Chlorophenyl)ethyne;4-Ethynyl-1-chlorobenzene;1-Chloro-4-ethynylbenzene,98%
• CAS NO: 873-73-4
• Molecular Formula: C₈H₅Cl
• Molecular Weight: 136.58
• Product Categories: pharmacetical;Aromatics Compounds;Aromatics;Alkynyl;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;Pyridines
• Mol File: 873-73-4.mol
• Article Data: 94

Chemical Properties

• Melting Point: 45-47 °C(lit.)
• Boiling Point: 79-82 °C (23 mmHg)
• Flash Point: 10 °C
• Appearance: Yellow to pale brown/Crystalline Mass
• Density: 1.15 g/cm³
• Vapor Pressure: 1.33mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Keep Cold
• Water Solubility: Insoluble in water. Soluble in acetone, chloroform, dichloromethane, DMF, DMSO, ethanol, ethyl acetate, hexane, methanol,THF and
• Stability: Light Sensitive
• CAS DataBase Reference: 4-Chlorophenylacetylene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorophenylacetylene(873-73-4)
• EPA Substance Registry System: 4-Chlorophenylacetylene(873-73-4)

Safety Data

• Hazard Codes: F,Xi
• Statements: 36/37/38-11
• Safety Statements: 16-26-36-37/39
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• HazardClass: FLAMMABLE
• PackingGroup: Ⅱ
• Hazardous Substances Data: 873-73-4(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

4-Chlorophenylacetylene is used as pharmaceutical intermediate.

General Description

1-Chloro-4-ethynylbenzene undergoes standard Sonogashira reaction with iodophenyl groups on the film surfaces via the formation of C?C bonds.

InChI:InChI=1/C8H5Cl/c1-2-7-3-5-8(9)6-4-7/h1,3-6H

Upstream product

• 106-39-8 bromochlorobenzene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 122-01-0 4-chloro-benzoyl chloride 
• 637-87-6 1-Chloro-4-iodobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 66482-29-9 1-(2-bromovinyl)-4-chlorobenzene 
• 31357-32-1 α,β-dibromo-p-chlorohydrocinnamic acid 
• 1615-02-7 p-chlorocinnamic acid 
• 471-25-0 Propiolic acid 
• 14063-77-5 3‐chloro‐3‐(4‐chlorophenyl)acrylaldehyde 
• 99-91-2 para-chloroacetophenone 
• 24653-99-4 (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid 

Downstream Products

• 6178-27-4 cis-1-(4-Chlor-phenyl)-2-(2,4,5-trichlor-phenylthio)-ethylen 
• 6510-83-4 trans-1-(4-Chlor-phenyl)-2-(2,4,5-trichlor-phenylmercapto)-ethylen 
• 51118-08-2 1,5-bis(4-chlorophenyl)penta-1,4-diyn-3-ol 
• 32291-84-2 cis-2-(4-chlorophenyl)-2-(phenylthio)ethylene 
• 32291-83-1 1-(4'-chlorophenyl)-2-(phenylsulfanyl)ethene 
• 32291-87-5 (E)-(4-chlorostyryl)(p-tolyl)sulfane 
• 150619-48-0 1-chloro-4-{[(trifluoromethyl)sulfonyl]ethynyl}benzene 
• 1737-31-1 1,1-Difluor-2,2-dichlor-3-(p-chlorphenyl)-cyclobuten-⁽³⁾ 
• 3152-15-6 3-(4-chlorophenyl)-2,5-dihydrofuran-2,5-dione 
• 5412-84-0 9,10-dihydro-10,10-dichlorophenanthren-9-one 

Relevant articles and documents

Regio- and stereoselective synthesis of bromoalkenes by homolytic hydrobromination of alkynes with hydrogen bromide

Homolytic hydrobromination of terminal and internal alkynes with a commercially available solution of hydrogen bromide in acetic acid has been investigated for regio- and stereoselective synthesis of bromoalkenes. Under an aerobic atmosphere at room temperature, the reaction of ethynylarenes with a small excess of HBr efficiently gave (2-bromoethenyl)arenes with good to high E-selectivity. (Alk-1-ynyl)arenes, or internal alkynes bearing both phenyl and alkyl groups at the sp-carbons also underwent the air-initiated hydrobromination to exhibit high Z-selectivity under kinetic conditions using a half equivalent of HBr.

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.

Synthesis and Photochemical Application of Hydrofluoroolefin (HFO) Based Fluoroalkyl Building Block

A novel fluoroalkyl iodide was synthesized on multigram scale from refrigerant gas HFO-1234yf as cheap industrial starting material in a simple, solvent-free, and easily scalable process. We demonstrated its applicability in a metal-free photocatalytic ATRA reaction to synthesize valuable fluoroalkylated vinyl iodides and proved the straightforward transformability of the products in cross-coupling chemistry to obtain conjugated systems.