N,N-Diethyl-4-nitroaniline

Base Information

• Chemical Name: N,N-Diethyl-4-nitroaniline
• CAS No.: 2216-15-1
• Molecular Formula: C10H14N2O2
• Molecular Weight: 194.233
• Hs Code.: 2921420090
• European Community (EC) Number: 218-685-1
• UN Number: 2811
• UNII: I9FVR3896I
• DSSTox Substance ID: DTXSID7025057
• Nikkaji Number: J29.610D
• Wikidata: Q27280610
• Mol file: 2216-15-1.mol

Synonyms:N,N-Diethyl-4-nitroaniline;2216-15-1;p-Nitro-N,N-diethylaniline;N,N-Diethyl-p-nitroaniline;Benzenamine, N,N-diethyl-4-nitro-;N,N-Diethyl-4-nitrobenzenamine;EINECS 218-685-1;UNII-I9FVR3896I;I9FVR3896I;NN-Diethyl-4-nitroaniline;4-nitro-n,n-diethylaniline;Diethyl-(4-nitrophenyl)amine;SCHEMBL160430;Diethyl-(4-nitro-phenyl)-amine;DTXSID7025057;ADAL1026689;4-(DIETHYLAMINO)NITROBENZENE;MFCD00043606;AKOS006242910;N-N-DIETHYL-4-NITROBENZENAMINE;ANILINE, N,N-DIETHYL-P-NITRO-;LS-1020;DIETHYL-4-NITROBENZENAMINE, N,N-;A4765;FT-0675995;AE-641/05550022;Q27280610

Chemical Property of N,N-Diethyl-4-nitroaniline

Chemical Property:

• Melting Point: 76 °C
• Refractive Index: 1.6358 (estimate)
• Boiling Point: 315.9 °C at 760 mmHg
• PKA: 2.30±0.32(Predicted)
• Flash Point: 144.9 °C
• PSA: 49.06000
• Density: 1.127 g/cm³
• LogP: 2.96420
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 179
• Transport DOT Label: Poison

Purity/Quality:

98%min ^*data from raw suppliers

N,N-Diethyl-4-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Diethyl-4-nitroaniline

There total 27 articles about N,N-Diethyl-4-nitroaniline 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: 95.0%

diethylamine (109-89-7) + para-nitrophenyl bromide (586-78-7) → 1-diethylamino-4-nitrobenzene (2216-15-1)

Guidance literature:

With potassium carbonate; In water; at 100 ℃; for 1h; Sealed tube; Microwave irradiation;

DOI:10.1039/c3ra45606d

Reference yield: 93.0%

3,5-dinitro-1-methyl-2-pyridone (14150-94-8) + diethylamine (109-89-7) + acetone (67-64-1) → 1-diethylamino-4-nitrobenzene (2216-15-1)

Guidance literature:

In pyridine; at 80 ℃; for 5h;

DOI:10.1246/bcsj.55.2174

Reference yield: 93.0%

diethylammonium 7-diethylamino-2-methyl-4,9-dinitro-3-oxo-2-azabicyclo<3.3.1>non-6-en-4-ide → N-methylnitroacetamide (72078-82-1) + 1-diethylamino-4-nitrobenzene (2216-15-1)

Guidance literature:

In methanol; for 24h; Ambient temperature;

DOI:10.1246/bcsj.55.2174

upstream raw materials:

4-(diethylamino)benzoic acid

N,N-diethyl-4-nitrosoaniline

methanol

4-chlorobenzonitrile

Downstream raw materials:

4-{[3-(4-diethylaminophenylsulfamoyl)benzenesulfonylamino]methyl}-piperidine-1-carboxylic acid tert-butyl ester

N,N-diethylaniline

1,3-bis(dicyanomethylene)-2-<4'-(N,N-diethylamino)phenylimino>indane

C₁₈H₃₃N₂O₄P

Refernces

• 1、 Srivastava, Avinash K.,Sharma, Charu,Joshi, Raj K.. "Cp*Co(iii) and Cu(OAc)2bimetallic catalysis for Buchwald-type C-N cross coupling of aryl chlorides and amines under base, inert gas & solvent-free conditions". supporting information. p. 8248 - 8253. Retrieved 2020/12/29.
• 2、 Bao, Jiyin,Liu, Haichun,Zhi, Yanle,Yang, Wenqianzi,Zhang, Jiawei,Lu, Tao,Wang, Yue,Lu, Shuai. "Discovery of benzo[d]oxazole derivatives as the potent type-I FLT3-ITD inhibitors". . . Retrieved 2019/09/30.