3-(3-Chlorophenyl)propiolic acid

Base Information

• Chemical Name: 3-(3-Chlorophenyl)propiolic acid
• CAS No.: 7396-28-3
• Molecular Formula: C9H5ClO2
• Molecular Weight: 180.59
• NSC Number: 408175
• UNII: 2N265Q95PV
• DSSTox Substance ID: DTXSID90224692
• Wikidata: Q27255032
• Mol file: 7396-28-3.mol

Synonyms:3-(3-Chlorophenyl)propiolic acid;7396-28-3;3-(3-chlorophenyl)prop-2-ynoic acid;3-(3-CHLOROPHENYL)-2-PROPYNOIC ACID;Propiolic acid, (m-chlorophenyl)-;2-Propynoic acid, 3-(3-chlorophenyl)-;HSDB 2674;Propynoic acid, (3-chlorophenyl)-;UNII-2N265Q95PV;2N265Q95PV;MFCD14707279;NSC 408175;NSC-408175;(3-chlorophenyl)propiolic acid;SCHEMBL670363;3-(3-Chlorophenyl)propiolicacid;DTXSID90224692;(3-Chloro-phenyl)-propynoic acid;FRTZPNZKFMZQDR-UHFFFAOYSA-N;3-(3-chloro-phenyl)propiolic acid;3-(3-chlorophenyl)-propiolic acid;NSC408175;AKOS012949359;NS-01579;CS-0122131;E81466;EN300-130510;A903915;3-(3-CHLOROPHENYL)-2-PROPYNOIC ACID [HSDB];Q27255032;Z1143242523

Chemical Property of 3-(3-Chlorophenyl)propiolic acid

Chemical Property:

• Vapor Pressure: 2.4E-05mmHg at 25°C
• Melting Point: 144.3-145.1 °C
• Boiling Point: 345.1°Cat760mmHg
• PKA: 2.36±0.10(Predicted)
• Flash Point: 162.5°C
• PSA: 37.30000
• Density: 1.4g/cm³
• LogP: 1.77610
• 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:

97% ^*data from raw suppliers

3-(3-chlorophenyl)prop-2-ynoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(3-Chlorophenyl)propiolic acid

There total 9 articles about 3-(3-Chlorophenyl)propiolic 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: 98.0%

carbon dioxide (124-38-9,18923-20-1) + m-chlorophenylacetylene (766-83-6) → 3-(3-chlorophenyl)prop-2-ynoic acid (7396-28-3)

Guidance literature:

carbon dioxide; m-chlorophenylacetylene; With diethoxymethylane; potassium tert-butylate; at 40 ℃; for 2h; Schlenk technique;

With hydrogenchloride; In water; Schlenk technique;

DOI:10.1007/s11426-017-9163-2

Reference yield: 98.0%

→ 3-(3-chlorophenyl)prop-2-ynoic acid (7396-28-3)

Guidance literature:

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

Reference yield: 30.6%

5-[1,2-Dibromo-2-(3-chloro-phenyl)-ethyl]-3-methyl-4-nitro-isoxazole (86453-97-6) → 3-(3-chlorophenyl)prop-2-ynoic acid (7396-28-3)

Guidance literature:

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

upstream raw materials:

ethyl (E)-3-(3-chlorophenyl)prop-2-enoate

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

3-methyl-4-nitro-5-(3-chlorostyryl)isoxazole

carbon dioxide

Downstream raw materials:

1-chloro-3-(prop-1-yn-1-yl)benzene

methyl 2-(2-(3-chlorophenyl)ethynyl)-2-phenylpent-4-enoate

allyl 3-(3-chlorophenyl)propiolate

(E)-1-chloro-3-[2-(phenylsulfonyl)vinyl]benzene