1670-17-3

Basic information

• Product Name: N,N-Dimethyl-2,4-dinitroaniline.
• Synonyms: N,N-Dimethyl-2,4-dinitroaniline.;N,N-Dimethyl-2,4-dinitrobenzenamine;(2,4-dinitrophenyl)-dimethyl-amine;1-N-2,4-Dinitrophenyldimethylamine;2,4-Dinitro-N,N-dimethylaniline;Aniline, N,N-dimethyl-2,4-dinitro-;Aniline, N,N-dimethyl-2,4-dinitro- (8CI);Benzenamine, N,N-dimethyl-2,4-dinitro-
• CAS NO: 1670-17-3
• Molecular Formula: C₈H₉N₃O₄
• Molecular Weight: 211.18
• Mol File: 1670-17-3.mol
• Article Data: 22

Chemical Properties

• Melting Point: 178 °C
• Boiling Point: 350.85°C (rough estimate)
• Flash Point: 164.3°C
• Appearance: /
• Density: 1.4271 (rough estimate)
• Vapor Pressure: 5.15E-05mmHg at 25°C
• Refractive Index: 1.7400 (estimate)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
• PKA: -1.71±0.30(Predicted)
• CAS DataBase Reference: N,N-Dimethyl-2,4-dinitroaniline.(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-2,4-dinitroaniline.(1670-17-3)
• EPA Substance Registry System: N,N-Dimethyl-2,4-dinitroaniline.(1670-17-3)

Safety Data

• Hazardous Substances Data: 1670-17-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H9N3O4/c1-9(2)7-4-3-6(10(12)13)5-8(7)11(14)15/h3-5H,1-2H3

Upstream product

• 127-19-5 N,N-dimethyl acetamide 
• 7697-37-2 nitric acid 
• 121-69-7 N,N-dimethyl-aniline 
• 57-13-6 urea 
• 7782-77-6 cis-nitrous acid 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 547-58-0 methyl orange 
• 5300-21-0 N,N-diethylphenethylamine 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 2155-94-4 N,N-dimethyl-2-propen-1-amine 
• 702-11-4 4-fluoro-N,N-dimethylbenzylamine 
• 103-83-3 N,N'-dimethylbenzylamine 
• 3030-44-2 N,N-dimethyl-2-methoxyethylamine 

Downstream Products

• 1011-73-0 sodium 2,4-dinitrophenoxide 
• 2044-88-4 N-methyl-2,4-dinitroaniline 
• 1817-73-8 2-bromo-4,6-dinitroaniline 
• 5367-36-2 4-(N,N-dimethylamino)-3-acetamidonitrobenzene 
• 19092-03-6 N-methyl-2,4-dinitro-N-nitroaniline 
• 116748-09-5 2-(2-Dimethylamino-5-nitro-phenylamino)-N-(3-dimethylamino-propyl)-benzamide 
• 116748-08-4 N-<2-(dimethylamino)-5-nitrophenyl>anthranilic acid 
• 116374-67-5 4-(dimethylamino)-9-<<3-(dimethylamino)propyl>-amino>-1-nitroacridine 
• 51-28-5 2,4-Dinitrophenol 
• 58538-01-5 N-methyl-N-nitroso-2,4-dinitroaniline 
• 5367-52-2 N¹,N¹-dimethyl-4-nitrobenzene-1,2-diamine 
• 113509-59-4 N,N-dimethyl-2,4-dinitroaniline N-oxide hydrochloride 
• 5367-54-4 4-(dimethylamino)-3-nitroaniline 
• 113509-56-1 N-formyl-N-methyl-2,4-dinitroaniline 

Relevant articles and documents

N,N-Dimethyl-2,4-dinitroaniline

The title compound, C8H9N3O4, has both the o-nitro group and the 1-dimethylamino group twisted out of the plane of the benzene ring, whereas the p-nitro group is almost coplanar with the ring.

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General method for nucleophilic aromatic substitution of aryl fluorides and chlorides with dimethylamine using hydroxide-assisted decomposition of N,N-dimethylforamide

A practical and convenient procedure for the nucleophilic aromatic substitution of aryl fluorides and chlorides with dimethylamine was developed using a hydroxide-assisted thermal decomposition of N,N-dimethylforamide. These conditions are tolerant of nitro, nitrile, aldehyde, ketone, and amide groups but will undergo acyl substitution to form amides for methyl esters and acyl chlorides. Isolated yields of the products range from 44% to 98%, with the majority being greater than 70% for 17 examples.

Pd(OAc)2-catalyzed dinitration reaction of aromatic amines

Taking advantage of Pd(OAc)2-catalyzed dinitration reactions with Bi(NO3)3·5H2O in trifluoroethanol (TFE) and trifluoroacetic acid (TFA), we have developed an efficient and practical method for the synthesis of secondary dinitro-aromatic amines. The products could be applied to the preparation of 5-amine-N-methyl-benzimidazolone, the azo-dyes, economic advantages. The method has also been expanded to the dinitration reaction of some tertiary aromatic amines.