N,N-Dimethyl-2,4-dinitroaniline

Base Information

• Chemical Name: N,N-Dimethyl-2,4-dinitroaniline
• CAS No.: 1670-17-3
• Molecular Formula: C8H9 N3 O4
• Molecular Weight: 211.177
• NSC Number: 116396
• UNII: 9LUZ7HQ82B
• DSSTox Substance ID: DTXSID80937264
• Nikkaji Number: J47.487H
• Wikidata: Q27272715
• Mol file: 1670-17-3.mol

Synonyms:N,N-Dimethyl-2,4-dinitroaniline;1670-17-3;2,4-Dinitro-N,N-dimethylaniline;Aniline, N,N-dimethyl-2,4-dinitro-;1-N-2,4-Dinitrophenyldimethylamine;UNII-9LUZ7HQ82B;9LUZ7HQ82B;Benzenamine, N,N-dimethyl-2,4-dinitro-;NSC 116396;NSC-116396;AI3-62592;N,N-DIMETHYL-2,4-DINITROBENZENAMINE;(2,4-dinitrophenyl)dimethylamine;SCHEMBL7808225;DTXSID80937264;Aniline,N-dimethyl-2,4-dinitro-;N,N-Dimethyl-2,4-dinitro-aniline;BBL023811;MFCD00452305;NSC116396;STL284711;(2,4-Dinitro-phenyl)-dimethyl-amine;Benzenamine,N-dimethyl-2,4-dinitro-;AKOS002844219;N-(2,4-dinitrophenyl)-N,N-dimethylamine;VS-07521;1-(DIMETHYLAMINO)-2,4-DINITROBENZENE;Aniline, N,N-dimethyl-2,4-dinitro- (8CI);Q27272715

Chemical Property of N,N-Dimethyl-2,4-dinitroaniline

Chemical Property:

• Vapor Pressure: 5.15E-05mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: 1.7400 (estimate)
• Boiling Point: 348.1°C at 760 mmHg
• PKA: -1.71±0.30(Predicted)
• Flash Point: 164.3°C
• PSA: 94.88000
• Density: 1.397g/cm³
• LogP: 2.61540
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 211.05930578
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

99%min ^*data from raw suppliers

N,N-dimethyl-2,4-dinitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Dimethyl-2,4-dinitroaniline

There total 51 articles about N,N-Dimethyl-2,4-dinitroaniline 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: 97.8%

1-chloro-2,4-dinitro-benzene (97-00-7) + 3-dimethylaminopropiononitrile (1738-25-6) → N,N-dimethyl-2,4-dinitroaniline (1670-17-3) + hydrochloride of 3-dimethylaminopropionitrile (18076-02-3) + acrylonitrile (107-13-1,25014-41-9)

Guidance literature:

In methanol; at 65 ℃; for 10h; Product distribution; other solvent, temperature,time. Dependence of the degree of conversion on the reaction time in methanol at 130 deg C_.;

Reference yield: 96.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 1-chloro-2,4-dinitro-benzene (97-00-7) → N,N-dimethyl-2,4-dinitroaniline (1670-17-3)

Guidance literature:

With potassium carbonate; at 25 ℃; for 10h;

DOI:10.1081/SCC-200026634

Reference yield: 86.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) → N,N-dimethyl-2,4-dinitroaniline (1670-17-3)

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:

2,3-dimethyl-4-nitroso-aniline

p-N,N-dimethylaminobenzoic acid

N,N-dimethyl-aniline

2,4-dinitrobromobenzene

Downstream raw materials:

N-methyl-2,4-dinitroaniline

N-methylpicramide

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

N-methyl-N-nitroso-2,4-dinitroaniline

Refernces

• 1、 Bascombe,Bell. "-". . p. 1096,1098. Retrieved 1959.
• 2、 Dilman, Alexander D.,Frumkin, Alexander E.,Levin, Vitalij V.,Lipilin, Dmitry L.,Tyurin, Alexey Yu.. "Photoredox catalyzed dealkylative aromatic halogen substitution with tertiary amines". . . Retrieved 2021/06/18.
• 3、 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.