1-(4-Nitrophenyl)-1H-pyrrole

Base Information

• Chemical Name: 1-(4-Nitrophenyl)-1H-pyrrole
• CAS No.: 4533-42-0
• Molecular Formula: C10H8N2O2
• Molecular Weight: 188.186
• Hs Code.: 2933990090
• European Community (EC) Number: 621-875-0
• NSC Number: 116803
• DSSTox Substance ID: DTXSID50196482
• Nikkaji Number: J497.549I
• Wikidata: Q83069527
• Mol file: 4533-42-0.mol

Synonyms:1-(4-Nitrophenyl)-1H-pyrrole;4533-42-0;1-(4-Nitrophenyl)pyrrole;1H-Pyrrole, 1-(4-nitrophenyl)-;1-(4-(Hydroxy(oxido)amino)phenyl)-1H-pyrrole;NSC116803;1-(p-Nitrophenyl)pyrrole;NSC 116803;1-(4-nitrophenyl) pyrrole;SCHEMBL2240147;DTXSID50196482;PWCFKNYSCGRNRW-UHFFFAOYSA-N;1-(4-Nitrophenyl)-1H-pyrrole #;MFCD00119340;STK192844;AKOS000285854;NSC-116803;SB63940;11P-400S;AM20060985;FT-0605762;N0584;J-503367;InChI=1/C10H8N2O2/c13-12(14)10-5-3-9(4-6-10)11-7-1-2-8-11/h1-8

Chemical Property of 1-(4-Nitrophenyl)-1H-pyrrole

Chemical Property:

• Vapor Pressure: 0.00038mmHg at 25°C
• Melting Point: 180-183 °C(lit.)
• Refractive Index: 1.613
• Boiling Point: 327.7 °C at 760 mmHg
• Flash Point: 152 °C
• PSA: 50.75000
• Density: 1.23 g/cm³
• LogP: 2.90870
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(4-Nitrophenyl)-1H-pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C=C1)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-(4-Nitrophenyl)-1H-pyrrole

There total 17 articles about 1-(4-Nitrophenyl)-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: 99.0%

1-(4-chlorophenyl)-1H-pyrrole (5044-38-2) → N-(4-nitrophenyl)pyrrole (4533-42-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; t-BuBrettPhos; tris(3,5-dioxaheptyl)amine; sodium nitrite; In tert-butyl alcohol; at 130 ℃; for 24h; regioselective reaction;

DOI:10.1021/ja905768k

Reference yield: 98.0%

p-nitrobenzene iodide (636-98-6) + pyrrole (109-97-7,30604-81-0) → N-(4-nitrophenyl)pyrrole (4533-42-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 4h;

DOI:10.1039/c4ra06486k

Reference yield: 98.0%

N,N-diallyl-4-nitrobenzenamine (101130-93-2) → N-(4-nitrophenyl)pyrrole (4533-42-0)

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; at 100 ℃; for 0.166667h; microwave irradiation;

DOI:10.1016/j.tetlet.2006.03.164

upstream raw materials:

1-phenylpyrrole

cis,trans-2,5-dimethoxytetrahydrofuran

4-nitro-aniline

sulfuric acid

Downstream raw materials:

N-(4-(1H-pyrrol-1-yl)phenyl)benzamide

Refernces

• 1、 Anilkumar, Gopinathan,Meera, Gopinadh,Rohit, Kizhakkekuttu Radhakrishnan. "A solvent-free manganese(II) -catalyzed Clauson-Kaas protocol for the synthesis of N-aryl pyrroles under microwave irradiation". supporting information. . Retrieved 2021/10/12.
• 2、 -. "Novel substituted benzoyl compound and its pharmaceutically acceptable salt and preparation method and application (by machine translation)". Paragraph 0045; 0048; 0054-0055. . Retrieved 2019/11/13.