1-phenyl-1H-pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 1-phenyl-1H-pyrrole-2-carboxylic acid
• CAS No.: 78540-03-1
• Molecular Formula: C11H9 N O2
• Molecular Weight: 187.198
• Hs Code.: 2933990090
• Mol file: 78540-03-1.mol

Synonyms:1-Phenyl-1H-pyrrole-2-carboxylicacid; NSC 19047

Chemical Property of 1-phenyl-1H-pyrrole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.97E-06mmHg at 25°C
• Melting Point: 187-188 °C
• Boiling Point: 373.9°Cat760mmHg
• PKA: 3.67±0.10(Predicted)
• Flash Point: 179.9°C
• PSA: 42.23000
• Density: 1.18g/cm³
• LogP: 2.17550

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-1H-pyrrole-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-phenyl-1H-pyrrole-2-carboxylic acid

There total 16 articles about 1-phenyl-1H-pyrrole-2-carboxylic 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: 94.0%

1-phenyl-pyrrole-2-carboxylic acid ethyl ester (24601-00-1) → 1-phenyl-1H-pyrrole-2-carboxylic acid (78540-03-1)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 16h; Reflux;

DOI:10.1021/acs.orglett.9b01620

Reference yield: 93.0%

Methyl (1-Phenyl-1H-pyrrole)-2-carboxylate (35524-54-0) → 1-phenyl-1H-pyrrole-2-carboxylic acid (78540-03-1)

Guidance literature:

Methyl (1-Phenyl-1H-pyrrole)-2-carboxylate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 23 - 50 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; water; at 23 ℃;

DOI:10.1021/jo9022793

Reference yield: 79.0%

1-phenylpyrrole (635-90-5) + carbon dioxide (124-38-9,18923-20-1) → 1-phenyl-1H-pyrrole-2-carboxylic acid (78540-03-1)

Guidance literature:

With dimethylaluminum chloride; In hexane; toluene; at 20 ℃; for 3h; under 22502.3 Torr; regioselective reaction;

DOI:10.1016/j.tetlet.2009.05.076

upstream raw materials:

1-phenylpyrrole

1-(1-phenyl-1H-pyrrol-2-yl)ethanone

carbon dioxide

1-(2'-bromophenyl)pyrrole-2-carboxylic acid

Downstream raw materials:

1-phenyl-pyrrole-2-carboxylic acid anilide

Methyl (1-Phenyl-1H-pyrrole)-2-carboxylate

1-phenylpyrrole-2-carbonyl chloride

1-phenyl-2-phenylpyrrole

Refernces

• 1、 Daley, Ryan A.,Liu, En-Chih,Topczewski, Joseph J.. "Additive-Free Palladium-Catalyzed Decarboxylative Cross-Coupling of Aryl Chlorides". . p. 4734 - 4738. Retrieved 2019/06/27.
• 2、 Bilodeau, Francois,Brochu, Marie-Christine,Guimond, Nicolas,Thesen, Kris H.,Forgione, Pat. "Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic Carboxylic acids and Aryl halides". experimental part. p. 1550 - 1560. Retrieved 2010/06/12.