1-(2,4-Dinitrophenyl)pyrrolidine

Base Information

• Chemical Name: 1-(2,4-Dinitrophenyl)pyrrolidine
• CAS No.: 14552-00-2
• Molecular Formula: C10H11 N3 O4
• Molecular Weight: 237.215
• Hs Code.: 2933990090
• NSC Number: 158373
• DSSTox Substance ID: DTXSID20303449
• Nikkaji Number: J47.531I
• Wikidata: Q63391908
• ChEMBL ID: CHEMBL1878938
• Mol file: 14552-00-2.mol

Synonyms:1-(2,4-dinitrophenyl)pyrrolidine;14552-00-2;Pyrrolidine, 1-(2,4-dinitrophenyl)-;MLS003106475;1-Pyrrolizino-2,4-dinitrobenzene;1-(2,4-Dinitrophenyl)-pyrrolidine;NSC158373;Oprea1_666060;Pyrrolidine,4-dinitrophenyl)-;SCHEMBL7807230;CHEMBL1878938;DTXSID20303449;ARCUVLVHQWONDY-UHFFFAOYSA-N;N-(2,4-dinitro-phenyl)pyrrolidine;STK861269;AKOS000613526;N-2,4-DINITROPHENYLPYRROLIDINE;NSC-158373;BS-21410;SMR001821377;CS-0207445;Q63391908

Chemical Property of 1-(2,4-Dinitrophenyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 6.94E-07mmHg at 25°C
• Melting Point: 66 °C
• Boiling Point: 408.6°Cat760mmHg
• PKA: -1.15±0.40(Predicted)
• Flash Point: 200.9°C
• PSA: 94.88000
• Density: 1.414g/cm³
• LogP: 3.21460
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 237.07495584
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

99%min ^*data from raw suppliers

1-(2,4-DINITROPHENYL)-PYRROLIDINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(2,4-Dinitrophenyl)pyrrolidine

There total 32 articles about 1-(2,4-Dinitrophenyl)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: 89.0%

pyrrolidine (123-75-1) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 1-(2,4-dinitrophenyl)pyrrolidine (14552-00-2)

Guidance literature:

In dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)87755-3

Reference yield: 85.0%

N-phenylpyrrolidine (4096-21-3) → 1-(2,4-dinitrophenyl)pyrrolidine (14552-00-2)

Guidance literature:

With bismuth (III) nitrate pentahydrate; palladium diacetate; In 2,2,2-trifluoroethanol; trifluoroacetic acid; at 20 - 90 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.013

Reference yield: 84.0%

pyrrolidine (123-75-1) + 2,4-dinitrobenzenesulfonic acid (89-02-1) → 1-(2,4-dinitrophenyl)pyrrolidine (14552-00-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.5h; Green chemistry;

DOI:10.1021/acs.orglett.8b03730

upstream raw materials:

pyrrolidine

2,4-dinitrophenyl phenyl ether

O-(2,4-dinitrophenyl) cyclohexanone oxime

(E)-O-(2,4-dinitrophenyl)benzaldoxime

Downstream raw materials:

N-methyl-2,4-dinitroaniline

2,4-Dinitrophenol

5-nitro-2-pyrrolidin-1-yl-aniline

Refernces

• 1、 Manne, Srinivasa Rao,Chandra, Jyoti,Mandal, Bhubaneswar. "Synthesis of o-Nitroarylamines via Ipso Nucleophilic Substitution of Sulfonic Acids". supporting information. p. 636 - 639. Retrieved 2019/01/21.
• 2、 Verbeeck, Stefan,Herrebout, Wouter A.,Gulevskaya, Anna V.,Van Der Veken, Benjamin J.,Maes, Bert U. W.. "ONSH: Optimization of oxidative alkylamination reactions through study of the reaction mechanism". experimental part. p. 5126 - 5133. Retrieved 2010/09/18.