1-(3-Nitrophenyl)pyrrolidine

Base Information

• Chemical Name: 1-(3-Nitrophenyl)pyrrolidine
• CAS No.: 132993-20-5
• Molecular Formula: C10H12N2O2
• Molecular Weight: 192.217
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80351345
• Nikkaji Number: J356.292A
• Wikidata: Q82127691
• Mol file: 132993-20-5.mol

Synonyms:1-(3-nitrophenyl)pyrrolidine;132993-20-5;1-(3-Nitro-phenyl)-pyrrolidine;(3-nitrophenyl)pyrrolidine;Oprea1_843656;SCHEMBL533010;GRNJGZQBTNJPIL-UHFFFAOYSA-;DTXSID80351345;MFCD02940746;STK733917;AKOS001734091;CS-0314275;SR-01000538698;SR-01000538698-1;InChI=1/C10H12N2O2/c13-12(14)10-5-3-4-9(8-10)11-6-1-2-7-11/h3-5,8H,1-2,6-7H2

Chemical Property of 1-(3-Nitrophenyl)pyrrolidine

Chemical Property:

• Melting Point: 33-34 °C
• Boiling Point: 329.7±25.0 °C(Predicted)
• PKA: 3.21±0.40(Predicted)
• PSA: 49.06000
• Density: 1.233±0.06 g/cm3(Predicted)
• LogP: 2.78320
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 192.089877630
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

1-(3-Nitrophenyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=CC(=CC=C2)[N+](=O)[O-]

Technology Process of 1-(3-Nitrophenyl)pyrrolidine

There total 9 articles about 1-(3-Nitrophenyl)pyrrolidine 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: 100.0%

pyrrolidine (123-75-1) + 3-fluoro-1-nitrobenzene (402-67-5) → N-(3-nitrophenyl)tetrahydropyrrole (132993-20-5)

Guidance literature:

In acetonitrile; at 62 ℃; for 50h; under 7500600 Torr;

DOI:10.1055/s-1990-27119

Reference yield: 99.0%

pyrrolidine (123-75-1) + m-iodonitrobenzene (645-00-1) → N-(3-nitrophenyl)tetrahydropyrrole (132993-20-5)

Guidance literature:

With dibenzylphosphoramidous acid 1,1'-binaphthyl-2,2'-diyl ester; caesium carbonate; copper(I) bromide; In N,N-dimethyl-formamide; at 90 ℃; for 24h;

DOI:10.1016/j.tet.2006.02.062

Reference yield: 87.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + 3-nitro-aniline (99-09-2) → 1-(3-nitrophenyl)-1H-pyrazole (4310-42-3) + N-(3-nitrophenyl)tetrahydropyrrole (132993-20-5)

Guidance literature:

With sodium tetrahydroborate; sulfuric acid; water; In tetrahydrofuran; methanol; at 10 - 20 ℃; for 1.5h; Yield given;

DOI:10.1055/s-1999-3685

upstream raw materials:

pyrrolidine

3-fluoro-1-nitrobenzene

3-Nitrochlorobenzene

1,4-dibromo-butane

Downstream raw materials:

1-(3-Isocyanato-phenyl)-pyrrolidine

N-methyl-3-(pyrrolidin-1-yl)aniline

3-pyrrolidin-1-yl-phenylamine

Refernces

• 1、 -. "New N-substituted tetrahydropyrrole derivative synthesis method". Paragraph 0030-0031. . Retrieved 2019/11/13.
• 2、 Nasir Baig,Varma, Rajender S.. "Magnetic silica supported copper: A modular approach to aqueous Ullmann-type amination of aryl halides". . p. 6568 - 6572. Retrieved 2014/02/14.