698-02-2

Basic information

• Product Name: 2-iodo-N,N-dimethylaniline
• Synonyms: Aniline, o-iodo-N,N-dimethyl-; o-Iodo-N,N-dimethylaniline
• CAS NO: 698-02-2
• Molecular Formula: C₈H₁₀IN
• Molecular Weight: 247.0762
• Mol File: 698-02-2.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 245.5°C at 760 mmHg
• Flash Point: 102.3°C
• Density: 1.652g/cm³
• Vapor Pressure: 0.0286mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 2-iodo-N,N-dimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-N,N-dimethylaniline(698-02-2)
• EPA Substance Registry System: 2-iodo-N,N-dimethylaniline(698-02-2)

Safety Data

• Hazardous Substances Data: 698-02-2(Hazardous Substances Data)

Upstream product

• 615-43-0 2-iodophenylamine 
• 77-78-1 dimethyl sulfate 
• 698-00-0 2-bromo-N,N-dimethylaniline 
• 74-88-4 methyl iodide 
• 88-74-4 2-nitro-aniline 
• 121-69-7 N,N-dimethyl-aniline 
• 50-00-0 formaldehyd 
• 57056-93-6 N-methyl-2-iodoaniline 
• 124-38-9 carbon dioxide 

Downstream Products

• 133165-98-7 1-methyl-2-n-propyl-1H-indole 
• 121-69-7 N,N-dimethyl-aniline 
• 289487-17-8 (2S,S_S)-1,2-dihydroxypropyl-2-O-[2-(N,N-dimethylamino)phenyl]-1,1-diphenyl sulfinate 
• 54655-08-2 N,N-dimethyl-2-(2-phenylethynyl)aniline 
• 219605-51-3 N,N-dimethyl-2-((trimethylsilyl)ethynyl)benzenamine 
• 593278-21-8 N,N-dimethyl-2-((E)-5-phenyl-4-penten-1-ynyl)aniline 
• 642473-02-7 (1R,2S)-2-(p-tolylsulfonylamino)-1-phenylpropyl (S)-2-(N,N-dimethylamino)phenyl sulfinate 
• 201735-24-2 N,N-dimethyl-2-(oct-1-yn-1-yl)aniline 

Relevant articles and documents

Mesoionic N-heterocyclic olefin catalysed reductive functionalization of CO2for consecutiveN-methylation of amines

A mesoionic N-heterocyclic olefin (mNHO) was introduced as a metal-free catalyst for the reductive functionalization of CO2leading to consecutive doubleN-methylation of primary amines in the presence of 9-borabicyclo[3.3.1]nonane (9-BBN). A wide range of secondary amines and primary amines were successfully methylated under mild conditions. The catalyst sustained over six successive cycles ofN-methylation of secondary amines without compromising its activity, which encouraged us to check its efficacy towards doubleN-methylation of primary amines. Moreover, this method was utilized for the synthesis of two commercially available drug molecules. A detailed mechanistic cycle was proposed by performing a series of control reactions along with the successful characterisation of active catalytic intermediates either by single-crystal X-ray study or by NMR spectroscopic studies in association with DFT calculations.

Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines

A method for dirhodium-catalyzed C(sp 3)-H amidation of N, N-dimethylanilines was developed. Chemoselective C(sp 3)-H amidation of N-methyl group proceeded exclusively in the presence of C(sp 2)-H bonds of the electron-rich aromatic ring. Site-selective C(sp 3)-H amidation proceeded exclusively at the N-methyl group of N-methyl-N-Alkylaniline derivatives with secondary, tertiary, and benzylic C(sp 3)-H bonds α to a nitrogen atom.

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.