(2,4-Dinitro-phenyl)-isopropyl-amine

Base Information

• Chemical Name: (2,4-Dinitro-phenyl)-isopropyl-amine
• CAS No.: 13059-85-3
• Molecular Formula: C9H11 N3 O4
• Molecular Weight: 225.204
• NSC Number: 406134
• DSSTox Substance ID: DTXSID60324254
• Nikkaji Number: J47.517C
• Wikidata: Q63409231
• ChEMBL ID: CHEMBL4467857
• Mol file: 13059-85-3.mol

Synonyms:13059-85-3;(2,4-Dinitro-phenyl)-isopropyl-amine;N-Isopropyl-2,4-dinitroaniline;NSC406134;2,4-dinitro-N-(propan-2-yl)aniline;CHEMBL4467857;SCHEMBL10089736;DTXSID60324254;MFCD00195665;AKOS000442209;NSC 406134;NSC-406134;N-ISOPROPYL-2,4-DINITROBENZENAMINE;Q63409231

Chemical Property of (2,4-Dinitro-phenyl)-isopropyl-amine

Chemical Property:

• Vapor Pressure: 1.54E-05mmHg at 25°C
• Boiling Point: 365.7°Cat760mmHg
• Flash Point: 175°C
• Density: 1.356g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 225.07495584
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of (2,4-Dinitro-phenyl)-isopropyl-amine

There total 13 articles about (2,4-Dinitro-phenyl)-isopropyl-amine 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: 90.0%

isopropylamine (75-31-0) + 1-chloro-2,4-dinitro-benzene (97-00-7) → N-isopropyl-2,4-dinitrobenzeneamine (13059-85-3)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2019.111937

Reference yield: 85.4%

diisopropylamine (108-18-9) + 1-chloro-2,4-dinitro-benzene (97-00-7) → N-isopropyl-2,4-dinitrobenzeneamine (13059-85-3) + 2,4-dinitro-N-propylaniline (13059-84-2) + N-(2,4-dinitrophenyl)-methyl-n-propylamine (857592-35-9) + N-(2,4-dinitrophenyl)-di-isopropylamine (67263-22-3) + N-(2,4-dinitrophenyl)-ethylisopropylamine + N-(2,4-dinitrophenyl)-n-propyl-isopropylamine

Guidance literature:

In benzene; at 60 ℃; Mechanism;

DOI:10.1016/S0040-4039(00)78681-3

Reference yield: 84.0%

N-Isopropylaniline (768-52-5) → N-isopropyl-2,4-dinitrobenzeneamine (13059-85-3)

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

upstream raw materials:

2,4-dinitrobromobenzene

isopropylamine

2,4-Dinitrofluorobenzene

diisopropylamine

Downstream raw materials:

1-isopropyl-5-nitro-1,3-dihydro-2H-benzimidazol-2-one

N¹-isopropyl-4-nitrobenzene-1,2-diamine

Refernces

• 1、 Ghanimati, Mahdi,Abdoli Senejani, Masumeh,Isfahani, Tahereh Momeni,Bodaghifard, Mohammad Ali. "Hofmann N-alkylation of aniline derivatives with alcohols using ferric perchlorate immobilized on SiO2 as a catalyst through Box–Behnken experimental design". . . Retrieved 2018/11/06.
• 2、 Feng, Yi-Si,Mao, Long,Bu, Xiao-Song,Dai, Jian-Jun,Xu, Hua-Jian. "Pd(OAc)2-catalyzed dinitration reaction of aromatic amines". . p. 3827 - 3832. Retrieved 2015/06/02.