5172-02-1

Basic information

• Product Name: 1-CHLORO-4-(PHENYLETHYNYL)BENZENE 98
• Synonyms: 1-CHLORO-4-(PHENYLETHYNYL)BENZENE 98;1-Chloro-4-(phenylethynyl)benzene 98%
• CAS NO: 5172-02-1
• Molecular Formula: C₁₄H₉Cl
• Molecular Weight: 212.678
• Product Categories: Alkynyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 5172-02-1.mol
• Article Data: 259

Chemical Properties

• Melting Point: 81-83 °C(lit.)
• Boiling Point: 327°Cat760mmHg
• Flash Point: 146.4°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 0.000396mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 1-CHLORO-4-(PHENYLETHYNYL)BENZENE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 1-CHLORO-4-(PHENYLETHYNYL)BENZENE 98(5172-02-1)
• EPA Substance Registry System: 1-CHLORO-4-(PHENYLETHYNYL)BENZENE 98(5172-02-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 5172-02-1(Hazardous Substances Data)

Usage

Uses

1-Chloro-4-(phenylethynyl)benzene may be used in the preparation of 1-(4-chlorophenyl)-4-methyl-2-phenylnaphthalene and 2-(4-chlorophenyl)-4-methyl-1-phenylnaphthalene as a 1:1 mixture.

General Description

1-Chloro-4-(phenylethynyl)benzene is an internal alkyne that can be prepared by palladium-catalyzed Kumada cross-coupling reaction.

InChI:InChI=1/C14H9Cl/c15-14-10-8-13(9-11-14)7-6-12-4-2-1-3-5-12/h1-5,8-11H

Upstream product

• 25411-73-8 diethyl diazomethylphosphonate 
• 134-85-0 4-chlorobenzophenone 
• 106-46-7 para-dichlorobenzene 
• 536-74-3 phenylacetylene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 873-73-4 4-n-chlorophenylacetylene 
• 591-50-4 iodobenzene 
• 72435-61-1 1-(4-chlorobenzyl)-1H-benzo[d][1,2,3]triazole 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 159087-45-3 4,4,5,5-tetramethyl-2-phenylethynyl-[1,3,2]dioxaborolane 
• 106-39-8 bromochlorobenzene 
• 13984-49-1 (phenylethynyl)zinc chloride 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 910302-30-6 (E)-1-(p-chlorophenyl)-2-phenyl-1-(phenylthio)ethylene 
• 910302-32-8 (E)-1-(p-chlorophenyl)-2-phenyl-2-(phenylthio)ethylene 
• 910302-33-9 (Z)-1-(p-chlorophenyl)-2-phenyl-2-(phenylthio)ethylene 
• 6140-47-2 trans-1-Phenyl-2-(p-chlor-phenyl)-1-chlor-2-(p-toluolsulfonyl)-ethylen 
• 6140-45-0 trans-1-(p-Chlor-phenyl)-2-phenyl-1-chlor-2-(p-toluolsulfonyl)-ethylen 
• 20025-45-0 1--1--2-phenyl-aethan 
• 1657-49-4 1-chloro-4-[(Z)-2-phenylethenyl]benzene 
• 1657-50-7 (E)-1-(4-chlorophenyl)-2-phenylethene 
• 134-85-0 4-chlorobenzophenone 
• 1632078-28-4 1-(4-chlorophenyl)-2-phenylacenaphthylene 
• 1620097-74-6 C₁₇H₁₅ClO 
• 1620097-80-4 C₁₇H₁₅ClO 

Relevant articles and documents

A facile protocol for copper-free palladium-catalyzed Sonogashira coupling in aqueous media

The combination of a readily available palladium catalyst and an eco-friendly basic aqueous solution of room-temperature ionic liquid, choline hydroxide (ChOH), was used in a facile protocol alternative to the Sonogashira coupling reaction, alkynylation of aryl halides in the absence of a copper cocatalyst and an external base. The dual nature of ChOH to act as a base and a green solvent played a crucial role in the catalytic cycle. The coupling reaction progressed efficiently to form a Csp-Csp2 bond under the identified conditions although the reaction outcome depended significantly on the substrates.

Ligand-free (: Z)-selective transfer semihydrogenation of alkynes catalyzed by in situ generated oxidizable copper nanoparticles

Herein, we present (Z)-selective transfer semihydrogenation of alkynes based on in situ generated CuNPs in the presence of hydrogen donors, such as ammonia-borane and a green protic solvent. This environmentally friendly method is characterized by operational simplicity combined with high stereo- and chemoselectivity and functional group compatibility. Auto-oxidation of CuNPs after the completion of a semihydrogenation reaction results in the formation of a water-soluble ammonia complex, so that the catalyst may be reused several times by simple phase-separation with no need for any special regeneration processes. Formed NH4B(OR)4 can be easily transformed back into ammonia-borane or into boric acid. In addition, a one-pot tandem sequence involving a Suzuki reaction followed by semihydrogenation was presented, which allows minimization of chemical waste production.

Co3O4 nanoparticles embedded in triple-shelled graphitic carbon nitride (Co3O4/TSCN): a new sustainable and high-performance hierarchical catalyst for the Pd/Cu-free Sonogashira–Hagihara cross-coupling reaction

Inspired by the synthesis of triple-shelled periodic mesoporous organosilica hollow spheres, a straightforward and controllable approach for the preparation of Co3O4 NPs embedded in triple-shelled graphitic carbon nitride has been es