2-(4-Chlorophenyl)-1h-pyrrole

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-1h-pyrrole
• CAS No.: 19867-89-1
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• NSC Number: 116799
• DSSTox Substance ID: DTXSID30297603
• Nikkaji Number: J519.338I
• Wikidata: Q82038786
• Mol file: 19867-89-1.mol

Synonyms:2-(4-chlorophenyl)-1h-pyrrole;19867-89-1;2-(4-chlorophenyl)pyrrole;1H-Pyrrole, 2-(4-chlorophenyl)-;2-(4-Chloro-phenyl)-1H-pyrrole;NSC116799;2-(p-chlorophenyl)pyrrole;SCHEMBL198093;SCHEMBL14341925;DTXSID30297603;BSJURRCNZZFQBW-UHFFFAOYSA-N;MFCD00963557;AKOS001612978;NSC-116799;SY129890;BB 0259172;CS-0336583;EU-0002071;SR-01000404137;SR-01000404137-1

Chemical Property of 2-(4-Chlorophenyl)-1h-pyrrole

Chemical Property:

• Vapor Pressure: 0.000295mmHg at 25°C
• Boiling Point: 331.7°Cat760mmHg
• Flash Point: 184.6°C
• PSA: 15.79000
• Density: 1.225g/cm³
• LogP: 3.33510
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 177.0345270
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

98% ^*data from raw suppliers

2-(4-CHLORO-PHENYL)-1H-PYRROLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CNC(=C1)C2=CC=C(C=C2)Cl

Technology Process of 2-(4-Chlorophenyl)-1h-pyrrole

There total 31 articles about 2-(4-Chlorophenyl)-1h-pyrrole 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: 91.0%

pyrrole (109-97-7,30604-81-0) + bis(4-chlorophenyl)iodonium bromide (26018-88-2) → 2-(4-chlorophenyl)-1H-pyrrole (19867-89-1)

Guidance literature:

With sodium hydroxide; at 80 ℃; for 10h; under air;

DOI:10.1021/jo202150t

Reference yield: 89.0%

C12H12ClNO2 (1616603-24-7) → 2-(4-chlorophenyl)-1H-pyrrole (19867-89-1)

Guidance literature:

With copper(I) bromide; In toluene; at 120 ℃; Inert atmosphere;

DOI:10.1039/c4cc03129f

Reference yield: 87.0%

O-vinyl-p-chloroacetophenone oxime (85868-21-9) → 2-(4-chlorophenyl)-1H-pyrrole (19867-89-1)

Guidance literature:

With potassium hydroxide; dimethyl sulfoxide; at 95 ℃; for 1.33333h;

DOI:10.1007/BF00506447

upstream raw materials:

1-(4-chlorophenyl)-1H-pyrrole

ethyl 2-(4-chlorophenyl)-1H-pyrrole-3-carboxylate

O-vinyl-p-chloroacetophenone oxime

(E)-1-(4-chlorophenyl)ethanone oxime

Downstream raw materials:

1-(5-(4-chlorophenyl)-1H-pyrrol-2-yl)-2,2,2-trifluoroethan-1-one

2-(4-chlorophenyl)-5-((trifluoromethyl)thio)-1H-pyrrole

5-(4-chlorophenyl)-1H-pyrrole-2-carboxylic acid

Refernces

• 1、 Trofimov, B. A.,Korostova, S. E.,Mikhaleva, A. I.,Sobenina, L. N.,Vasil'ev, A. N.,Nesterenko, R. N.. "CONVERSION OF O-VINYL ALKYL ARYL (HETARYL) KETOXIMES TO PYRROLES IN THE KOH-DMSO SYSTEM". . p. 227. Retrieved 1983.
• 2、 Mishra, Sanket J.,Ghosh, Suman,Stothert, Andrew R.,Dickey, Chad A.,Blagg, Brian S. J.. "Transformation of the non-selective aminocyclohexanol-based Hsp90 inhibitor into a Grp94-seletive scaffold". . p. 244 - 253. Retrieved 2017/12/30.
• 3、 Hofmann, Josefa,Gans, Eva,Clark, Timothy,Heinrich, Markus R.. "Radical Arylation of Anilines and Pyrroles via Aryldiazotates". . p. 9647 - 9656. Retrieved 2017/07/22.