2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole

Base Information

• Chemical Name: 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole
• CAS No.: 5044-22-4
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90332600
• Nikkaji Number: J450.219A
• Wikidata: Q82097336
• Mol file: 5044-22-4.mol

Synonyms:2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole;5044-22-4;2,5-dimethyl-1-(4-nitrophenyl)pyrrole;1-(4-Nitrophenyl)-2,5-dimethylpyrrole;Maybridge1_007286;Oprea1_443526;HMS562D04;DTXSID90332600;MFCD00085038;AKOS000285565;MS-2353;SB62259;2,5-Dimethyl-1-(p-nitrophenyl)pyrrole;N-(4'-nitrophenyl)-2,5-dimethylpyrrole;CS-0453084;FT-0677492;1-(4-Nitrophenyl)-2,5-dimethyl-1H-pyrrole;D95929;A871556

Chemical Property of 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole

Chemical Property:

• Vapor Pressure: 5.03E-05mmHg at 25°C
• Melting Point: 145-148℃
• Refractive Index: 1.592
• Boiling Point: 359.1 °C at 760 mmHg
• Flash Point: 171 °C
• PSA: 50.75000
• Density: 1.18 g/cm³
• LogP: 3.52550
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dimethyl-1-(4-nitrophenyl)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: CC1=CC=C(N1C2=CC=C(C=C2)[N+](=O)[O-])C

Technology Process of 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole

There total 6 articles about 2,5-dimethyl-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: 97.0%

2,5-hexanedione (110-13-4) + 4-nitro-aniline (100-01-6,104810-17-5) → 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole (5044-22-4)

Guidance literature:

With magnesium sulfate; toluene-4-sulfonic acid; In toluene; for 1.5h; Inert atmosphere; Reflux;

DOI:10.1039/c5ob02101d

Reference yield: 85.0%

2,5-dimethylfuran (625-86-5) + 4-nitro-aniline (100-01-6,104810-17-5) → 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole (5044-22-4)

Guidance literature:

With solid acid H form zeolite Y with 2.6 Si/Al catalyst; In toluene; at 150 ℃; for 4h; under 3750.38 Torr; Inert atmosphere;

DOI:10.1021/acscatal.6b02953

Reference yield: 56.0%

2,5-hexanedione (110-13-4) + 4-nitro-aniline (100-01-6,104810-17-5) → 2,5-dimethylfuran (625-86-5) + 2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole (5044-22-4)

Guidance literature:

With choline chloride; urea; at 80 ℃; for 12h;

DOI:10.1016/j.tetlet.2013.05.122

upstream raw materials:

2,5-hexanedione

4-nitro-aniline

5-Hexen-2-one

2,5-dimethylfuran

Downstream raw materials:

2,5-dimethyl-1-(4-nitrophenyl)-1H-pyrrole-3-carbaldehyde

1-amino-4-(2,5-dimethylpyrrol-1-yl)benzene

Refernces

• 1、 Azizi, Najmedin,Heidarzadeh, Fatemeh,Farzaneh, Fezeh. "Facile fabrication of porous magnetic covalent organic frameworks as robust platform for multicomponent reaction". . . Retrieved 2021/07/26.
• 2、 Alvi, Shakeel,Ali, Rashid. "An expeditious and highly efficient synthesis of substituted pyrroles using a low melting deep eutectic mixture". . p. 9732 - 9745. Retrieved 2021/12/01.