1-Methyl-2-nitropyrrole

Base Information

• Chemical Name: 1-Methyl-2-nitropyrrole
• CAS No.: 823-37-0
• Molecular Formula: C5H6 N2 O2
• Molecular Weight: 126.115
• NSC Number: 328029
• UNII: 58XSX8ZL2T
• DSSTox Substance ID: DTXSID70318260
• Nikkaji Number: J1.025.515E
• Wikidata: Q82073598
• Mol file: 823-37-0.mol

Synonyms:1-Methyl-2-nitro-1H-pyrrole;1-Methyl-2-nitropyrrole;823-37-0;1H-Pyrrole, 1-methyl-2-nitro-;Pyrrole, 1-methyl-2-nitro-;NSC-328029;NSC328029;N-methyl-2-nitropyrrole;58XSX8ZL2T;SCHEMBL15176881;DTXSID70318260;STL581791;NSC 328029;SB62518;A916200

Chemical Property of 1-Methyl-2-nitropyrrole

Chemical Property:

• Vapor Pressure: 0.18mmHg at 25°C
• Boiling Point: 219.1°C at 760 mmHg
• Flash Point: 86.3°C
• PSA: 50.75000
• Density: 1.26g/cm³
• LogP: 1.45650
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.042927438
• Heavy Atom Count: 9
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-2-nitro-1H-pyrrole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=CC=C1[N+](=O)[O-]

Technology Process of 1-Methyl-2-nitropyrrole

There total 7 articles about 1-Methyl-2-nitropyrrole 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: 82.0%

2-nitro-1H-pyrrole (5919-26-6) → 1-methyl-2-nitropyrrole (823-37-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89831-8

Reference yield: 38.0%

1-methyl-2-pyrrolyllithium (31785-72-5) → 1-methyl-2-nitropyrrole (823-37-0)

Guidance literature:

With isopentyl nitrate; In tetrahydrofuran; hexane; at -70 ℃; for 4h;

Reference yield:

N-Methylpyrrole (96-54-8) → 1-methyl-2-nitropyrrole (823-37-0) + 1-methyl-3-nitropyrrole (823-72-3)

Guidance literature:

With nitric acid; acetic anhydride; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1007/BF00479366

upstream raw materials:

N-Methylpyrrole

2-nitro-1H-pyrrole

dimethyl sulfate

1-methyl-2-pyrrolyllithium

Downstream raw materials:

1-Methyl-2-nitro-3-phenylsulfonylmethylpyrrole

(1-methyl-2-nitro-5-pyrryl)methyl phenyl sulfone

1'-methyl-1,2'-bipyrrole

N-(1-methyl-1H-pyrrol-2-yl)phthalimide

Refernces

• 1、 Skvortsov, I. M.,Astakhova, L. N.. "1-AZABICYCLIC COMPOUNDS. 24. SELECTIVITY OF POSITION OF NITRATION OF 1,2-DIHYDROPYRROLIZINE, 5,6,7,8-TETRAHYDROPYRROCOLINE AND PYRROLE HOMOLOGS". . p. 1189 - 1191. Retrieved 2007/10/02.
• 2、 Brittain, Judith M.,Jones, R. Alan,Arques, Jose Sepulveda,Saliente, Teresa Aznar. "PYRROLE STUDIES XXVII. UTILISATION OF 1-METHYL-2-PYRROLYL LITHIUM IN THE SYNTHESIS OF 1-METHYL-2-SUBSTITUTED PYRROLES". . p. 231 - 248. Retrieved 2007/10/02.