610-17-3

Basic information

• Product Name: N,N-DIMETHYL-2-NITROANILINE
• Synonyms: Aniline, N,N-dimethyl-o-nitro-;Dimethyl-(2-nitro-phenyl)-amine;n,n-dimethyl-2-nitro-benzenamin;n,n-dimethyl-2-nitrobenzenamine;n,n-dimethyl-o-nitro-anilin;o-(Dimethylamino)nitrobenzene;N,N-DIMETHYL-O-NITROANILINE;N,N-DIMETHYL-2-NITROANILINE
• CAS NO: 610-17-3
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• EINECS: 210-210-6
• Product Categories: Aromatics Compounds;Aromatics;Intermediates
• Mol File: 610-17-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 57-58℃
• Boiling Point: 258℃
• Flash Point: 110℃
• Appearance: /
• Density: 1.193
• Vapor Pressure: 0.0143mmHg at 25°C
• Refractive Index: 1.6102
• Storage Temp.: 2-8°C
• PKA: 2.68±0.18(Predicted)
• CAS DataBase Reference: N,N-DIMETHYL-2-NITROANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIMETHYL-2-NITROANILINE(610-17-3)
• EPA Substance Registry System: N,N-DIMETHYL-2-NITROANILINE(610-17-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 610-17-3(Hazardous Substances Data)

Usage

Uses

N,N-Dimethyl-2-nitroaniline (cas# 610-17-3) is a compound useful in organic synthesis.

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 1927, 1985 DOI: 10.1021/jo00211a028

InChI:InChI=1/C8H10N2O2/c1-9(2)7-5-3-4-6-8(7)10(11)12/h3-6H,1-2H3

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 110-46-3 isopentyl nitrite 
• 88-74-4 2-nitro-aniline 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 88-73-3 2-Chloronitrobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 577-19-5 2-nitrophenyl bromide 
• 609-73-4 o-nitroiodobenzene 
• 28611-39-4 4-(dimethylamino)benzene-boronic acid 
• 1493-27-2 ortho-nitrofluorobenzene 
• 80-70-6 N,N,N',N'-tetramethylguanidine 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 

Downstream Products

• 89937-90-6 N-nitroso N-methyl-N-(2-nitroaniline) 
• 489-98-5 picramide 
• 100-61-8 N-methylaniline 
• 3743-22-4 2-hydroxy-N,N-dimethylaniline 
• 714194-84-0 2-chloro-N-(2-(dimethylamino)phenyl)acetamide 
• 67074-63-9 3,4-dihydro-4-methyl-2(1H)-quinoxalinone 
• 13351-73-0 1-methyl-1H-benzo[d][1,2,3]triazole 
• 612-28-2 2-nitro-N-methylaniline 
• 98-95-3 nitrobenzene 
• 614-00-6 N-methyl-N-nitrosoaniline 
• 62764-95-8 C₈H₁₀N₂O₃ 
• 139778-28-2 o-(Dimethylamino)phenyl hydrogen sulfate 
• 89303-30-0 (3-Benzenesulfonylmethyl-2-nitro-phenyl)-dimethyl-amine 

Relevant articles and documents

Tert-amino effect-promoted rearrangement of aryl isothiocyanate: A versatile approach to benzimidazothiazepines and benzimidazothioethers

A general and practical approach to benzimidazothiazepine and benzimidazothioether derivatives via an intramolecular nucleophilic addition/ring expansion rearrangement of aryl isothiocyanates promoted by the tert-amino effect has been developed. This reaction is catalyzed by low-cost camphorsulfonic acid and tolerates a broad substrate scope with complete atom economy. Structurally intriguing benzimidazothiazepine and benzimidazothioether products could be easily obtained by a simple operation in good to excellent yield (up to 98%).

Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides

A base-promoted amination of aromatic halides has been developed using a limited amount of dimethylformamide (DMF) or amine as an amino source. Various aryl halides, including F, Cl, Br, and I, have been successfully aminated in good to excellent yields. Although the amination of aromatic halides with amines or DMF is usually considered as an aromatic nucleophilic substitution (SNAr) process, and the reactivity of an aromatic halide is F > Cl > Br > I, the reactivity of aromatic halides in this system was found to be I > Br a‰ F > Cl. This protocol also showed a good regioselectivity for multihalogenated aromatics. This protocol is valuable for industrial application due to the simplicity of operation, the unrestricted availability of amino sources and aromatic halides, transition metal-free conditions, no requirement for solvent, and scalability.

Zinc Chloride Complexes with Aliphatic and Aromatic Guanidine Hybrid Ligands and Their Activity in the Ring-Opening Polymerisation of d,l-Lactide

The synthesis of the new hybrid guanidine ligands DMEGdmap, DMEGdeae, TMGdmab, DMEGdmab, TMGdeab and DMEGdeab is reported. These ligands were combined with zinc chloride, and the six obtained new complexes were structurally characterised by X-ray crystall