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

Description

1-Chloro-4-(phenylethynyl)benzene, also known as 98, is an internal alkyne that can be synthesized through a palladium-catalyzed Kumada cross-coupling reaction. It is a chemical compound with a unique structure, consisting of a benzene ring with a chlorine atom at the 1st position and a phenylethynyl group attached to the 4th position.

Uses

1. Used in Chemical Synthesis:
1-Chloro-4-(phenylethynyl)benzene is used as a key intermediate in the preparation of various naphthalene derivatives, such as 1-(4-chlorophenyl)-4-methyl-2-phenylnaphthalene and 2-(4-chlorophenyl)-4-methyl-1-phenylnaphthalene. These compounds are synthesized as a 1:1 mixture, which can be further utilized in various applications.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-chloro-4-(phenylethynyl)benzene may be employed as a building block for the development of novel drugs. Its unique structure can be exploited to create new molecules with potential therapeutic properties.
3. Used in Material Science:
1-CHLORO-4-(PHENYLETHYNYL)BENZENE 98 may also find applications in the field of material science, where it can be used to develop new materials with specific properties, such as improved conductivity, strength, or stability.
4. Used in Research and Development:
1-Chloro-4-(phenylethynyl)benzene can be utilized in research and development laboratories for studying the properties of alkynes and their potential applications in various fields, including chemistry, biology, and materials science.

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

• 106-48-9 4-chloro-phenol 
• 536-74-3 phenylacetylene 
• 106-39-8 bromochlorobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 873-73-4 4-n-chlorophenylacetylene 
• 599-89-3 4-chlorophenyl p-toluenesulfonate 
• 1198184-09-6 4-chlorophenyl 1H-imidazole-1-sulfonate 
• 1679-18-1 4-Chlorophenylboronic acid 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 134-85-0 4-chlorobenzophenone 
• 1309476-74-1 1-(2,2-diiodo-1-phenylethenyl)-4-chlorobenzene 
• 7714-33-2 methyl phenylethynyl sulfide 
• 637-44-5 phenylpropyolic acid 
• 591-50-4 iodobenzene 

Downstream Products

• 22711-23-5 4-chlorobenzil 
• 134-85-0 4-chlorobenzophenone 
• 41946-64-9 (Z)-1-(p-chlorophenyl)-2-phenyl-2-(phenylsulphonyl)ethylene 
• 188343-53-5 2-(4-Chlorophenyl)-3-phenyl-cycloprop-2-ene-1-carboxylic acid 
• 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 
• 14310-22-6 4-chlorobibenzyl 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 3312-36-5 2-(4-chlorophenyl)-3-phenyl-1H-inden-1-one 

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.

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

Immobilized Pd on a NHC-functionalized metal-organic FrameworkMIL-101(Cr): An efficient heterogeneous catalyst in the heck and copper-free Sonogashira coupling reactions

A heterogeneous palladium catalyst system based on immobilization of palladium moieties on a N-heterocyclic carbene (NHC) modified metal organic framework (MOF) was developed for the Heck and copper-free Sonogashira coupling reactions. In order to prepare this catalyst system, first, MIL-101(Cr) was functionalized with NHC moieties through a post synthetic modification (PSM) approach, and then Pd metal was stabilized on the prepered MIL-101(Cr)-NHC substrate. This material was characterized using various microscopic and spectroscopic techniques and then was used as an efficient heterogeneous Pd catalyst system in the Heck and copper-free Sonogashira reactions. Results of the heterogeneity tests showed that the Pd-NHC-MIL-101(Cr) catalyst can efficiently catalyzed these coupling reactions heterogeneously and no remarkable changes observed in the morphology and structure of MIL-101(Cr) template during the reaction progress. Also, existence of palladium nanoparticles immobilized on the MOF structure affirmed by the TEM and XPS analysis confirmed the oxidation state of Pd. A variety of alkene and alkyne derivatives were synthesized in good to excellent yields using this heterogeneous Pd catalyst system under normal conditions. More importantly Pd-NHC-MIL-101(Cr) catalyst was simply recovered from the reaction medium without remarkable decreasing in its catalytic activities after five times of reusability. The ICP analysis showed the very low Pd and Cr metals leaching, representing high stability and applicability of this catalyst in Pd coupling reactions.