3-(2-Chlorophenyl)-2-propynoic acid

Base Information

• Chemical Name: 3-(2-Chlorophenyl)-2-propynoic acid
• CAS No.: 24654-08-8
• Molecular Formula: C9H5 Cl O2
• Molecular Weight: 180.59
• NSC Number: 61873
• UNII: 82W6J4561B
• DSSTox Substance ID: DTXSID10179397
• Nikkaji Number: J2.395.503B
• Wikidata: Q27269358
• Mol file: 24654-08-8.mol

Synonyms:3-(2-chlorophenyl)prop-2-ynoic acid;24654-08-8;3-(2-CHLOROPHENYL)-2-PROPYNOIC ACID;o-Chlorophenylpropiolic acid;Propiolic acid, (o-chlorophenyl)-;2-Chlorophenylpropiolic acid;2-Propynoic acid, 3-(2-chlorophenyl)-;Propynoic acid, (2-chlorophenyl)-;UNII-82W6J4561B;HSDB 2673;NSC 61873;NSC-61873;82W6J4561B;2-Chlorobenzenepropyneoic acid;SCHEMBL3468255;DTXSID10179397;o-ChlorphenylpropiolsA currencyure;3-(2-chlorophenyl)propiolic acid;NSC61873;3-(2-chlorophenyl)prop-2-ynoicacid;MFCD01464109;AKOS012951794;2-CHLOROPHENYLPROPIOLIC ACID [HSDB];EN300-743597;Q27269358

Chemical Property of 3-(2-Chlorophenyl)-2-propynoic acid

Chemical Property:

• Vapor Pressure: 3.36E-05mmHg at 25°C
• Boiling Point: 340.3°Cat760mmHg
• Flash Point: 159.6°C
• Density: 1.4g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 179.9978071
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC=C(C(=C1)C#CC(=O)O)Cl

Technology Process of 3-(2-Chlorophenyl)-2-propynoic acid

There total 15 articles about 3-(2-Chlorophenyl)-2-propynoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

carbon dioxide (124-38-9,18923-20-1) + 2-chlorophenylacetylene (873-31-4) → 3-(2-chlorophenyl)prop-2-ynoic acid (24654-08-8)

Guidance literature:

2-chlorophenylacetylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield: 97.0%

→ 3-(2-chlorophenyl)prop-2-ynoic acid (24654-08-8)

Guidance literature:

With diethoxymethylane; potassium tert-butylate; at 40 ℃; for 2h; Glovebox; Schlenk technique; Green chemistry;

Reference yield: 47.6%

5-[1,2-Dibromo-2-(2-chloro-phenyl)-ethyl]-3-methyl-4-nitro-isoxazole (86461-84-9) → 3-(2-chlorophenyl)prop-2-ynoic acid (24654-08-8)

Guidance literature:

With sodium hydroxide; In water; for 10h; Heating;

upstream raw materials:

(E)-ethyl 2-chlorocinnamate

ethyl 3-(2-chlorophenyl)prop-2-ynoate

methyl 3-(2-chlorophenyl)-3-oxo-2-(triphenylphosphoranylidene)propanoate

5-[1,2-Dibromo-2-(2-chloro-phenyl)-ethyl]-3-methyl-4-nitro-isoxazole

Downstream raw materials:

methyl 3-(2-chlorophenyl)propiolate

(2-Chloro-phenyl)-propynoyl chloride

2-(2-chlorophenyl)-2-oxoethyl acetate

Refernces

• 1、 Liu, Jian,Zhang, Xiaoyi,Wen, Bingyan,Li, Yipei,Wu, Jingjing,Wang, Zhipeng,Wu, Ting,Zhao, Rusong,Yang, Shenghong. "Pre-carbonized nitrogen-rich polytriazines for the controlled growth of silver nanoparticles: Catalysts for enhanced CO2chemical conversion at atmospheric pressure". . p. 3119 - 3127. Retrieved 2021/05/25.
• 2、 Yang, Liangfeng,Li, Haifeng,Du, Yijun,Cheng, Kai,Qi, Chenze. "Visible Light-Catalyzed Decarboxylative Alkynylation of Arenediazonium Salts with Alkynyl Carboxylic Acids: Direct Access to Aryl Alkynes by Organic Photoredox Catalysis". . p. 5030 - 5041. Retrieved 2019/11/03.