24654-08-8

Basic information

• Product Name: 3-(2-chlorophenyl)prop-2-ynoic acid
• Synonyms: 2-propynoic acid, 3-(2-chlorophenyl)-
• CAS NO: 24654-08-8
• Molecular Formula: C₉H₅ClO₂
• Molecular Weight: 180.5878
• Mol File: 24654-08-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 340.3°C at 760 mmHg
• Flash Point: 159.6°C
• Density: 1.4g/cm³
• Vapor Pressure: 3.36E-05mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: 3-(2-chlorophenyl)prop-2-ynoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-chlorophenyl)prop-2-ynoic acid(24654-08-8)
• EPA Substance Registry System: 3-(2-chlorophenyl)prop-2-ynoic acid(24654-08-8)

Safety Data

• Hazardous Substances Data: 24654-08-8(Hazardous Substances Data)

Usage

General Description

3-(2-chlorophenyl)prop-2-ynoic acid is a chemical compound with the molecular formula C9H5ClO2. It is a derivative of propiolic acid and contains a chlorophenyl group. 3-(2-chlorophenyl)prop-2-ynoic acid is used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used in organic and synthetic chemistry research as a building block for various chemical reactions. Its properties and reactivity make it an important intermediate in the production of a wide range of chemical products.

Upstream product

• 24654-09-9 ethyl 3-(2-chlorophenyl)prop-2-ynoate 
• 89-98-5 2-chloro-benzaldehyde 
• 124-38-9 carbon dioxide 
• 401514-40-7 1-chloro-2-(2,2-dibromovinyl)benzene 
• 42174-97-0 3-(2-chloro-phenyl)-acrylic acid methyl ester 
• 3752-25-8 o-chlorocinnamic acid 
• 873-31-4 2-chlorophenylacetylene 
• 609-65-4 o-chlorobenzoyl chloride 
• 704-96-1 trans-2-chlorocinnamic acid 
• 75143-77-0 3-methyl-4-nitro-5-(2-chlorostyryl)isoxazole 
• 7517-81-9 methyl 3-(2-chlorophenyl)propiolate 
• 86461-84-9 5-[1,2-Dibromo-2-(2-chloro-phenyl)-ethyl]-3-methyl-4-nitro-isoxazole 
• 96277-01-9 methyl 3-(2-chlorophenyl)-3-oxo-2-(triphenylphosphoranylidene)propanoate 
• 24393-51-9 (E)-ethyl 2-chlorocinnamate 

Downstream Products

• 7495-50-3 1-(4-chlorophenyl)-7-chloro-2,3-naphthalenedicarboxylic anhydride 
• 132180-92-8 7-chloro-1-(2-chloro-phenyl)-naphthalene-2,3-dicarboxylic acid-anhydride 
• 32050-00-3 5-chloro-1-(2-chloro-phenyl)-naphthalene-2,3-dicarboxylic acid-anhydride 
• 80221-17-6 1,4-bis(o-chlorophenyl)buta-1,3-diyne 
• 1549705-90-9 diisopropyl ((2-chlorophenyl)ethynyl)phosphonate 
• 1372715-23-5 allyl 3-(2-chlorophenyl)propiolate 
• 1372715-35-9 methyl 2-(2-(2-chlorophenyl)ethynyl)-2-phenylpent-4-enoate 

Relevant articles and documents

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Organocatalytic Strategy for the Fixation of CO2via Carboxylation of Terminal Alkynes

An organocatalytic strategy for the direct carboxylation of terminal alkynes with CO2 has been developed. The combined use of a bifunctional organocatalyst and Cs2CO3 resulted in a robust catalytic system for the preparation of a range of propiolic acid derivatives in high yields with broad substrate scope using CO2 at atmospheric pressure under mild temperatures (60 °C). This work has demonstrated that this organocatalytic method offers a competitive alternative to metal catalysis for the carboxylation of terminal alkynes and CO2. In addition, this protocol was suitable for the three-component carboxylation of terminal alkynes, alkyl halides, and CO2.

Method for preparing propiolic acid and derivatives thereof under mild condition

The invention provides a novel method for preparing propiolic acid compounds through a domino reaction. The method comprises a step of subjecting terminal alkyne compounds, hydrosilane and CO2 to thedomino reaction under the catalysis action of Lewis base so as to obtain propiolic acid compounds. According to the invention, common Lewis base is used as a promoter, and corresponding propiolic acidcompounds containing different function groups can be efficiently produced through a reaction of the terminal alkyne compounds with hydrosilane and normal-pressure CO2 under a mild condition (a temperature of 40 DEG D). According to the method, CO2 is used as a raw material; the cheap Lewis base is used as the promoter; usage of precious metals is avoided; the domino reaction is employed; purification and separation of intermediates are not needed; and reaction conditions are mild. Thus, the method is an efficient cheap green synthetic method and has good industrial application value.