2909-77-5

Basic information

• Product Name: 2,6-DIISOPROPYL-N,N-DIMETHYLANILINE
• Synonyms: n,n-dimethyl-2,6-bis(1-methylethyl)-benzenamin;2,6-DIISOPROPYL-N,N-DIMETHYLANILINE;2 6-DIISOPROPYL-N N-DIMETHYLANILINE 96%;N,N-Dimethyl-2,6-diisopropylaniline.;2,6-Diisopropyl-N,N-dimethylaniline,97%;N,N-dimethyl-2,6-di(propan-2-yl)aniline
• CAS NO: 2909-77-5
• Molecular Formula: C₁₄H₂₃N
• Molecular Weight: 205.34
• Product Categories: Amines;C11 to C38;Nitrogen Compounds;Building Blocks;C14 to C16;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2909-77-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 86 °C2.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.873 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0104mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• PKA: 6.06±0.36(Predicted)
• CAS DataBase Reference: 2,6-DIISOPROPYL-N,N-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIISOPROPYL-N,N-DIMETHYLANILINE(2909-77-5)
• EPA Substance Registry System: 2,6-DIISOPROPYL-N,N-DIMETHYLANILINE(2909-77-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN2810
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2909-77-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

2,6-Diisopropyl-N,N-dimethylaniline may be used as a co-initiator in two-photon polymerization.

General Description

2,6-Diisopropyl-N,N-dimethylaniline (DIDMA) is a tertiary amine. It can undergo iron-catalyzed oxidative amidation with propionaldehyde (PrCHO) to form the corresponding hindered amide.

InChI:InChI=1/C14H23N/c1-10(2)12-8-7-9-13(11(3)4)14(12)15(5)6/h7-11H,1-6H3

Upstream product

• 24544-04-5 2,6-diisopropylbenzenamine 
• 74-88-4 methyl iodide 
• 124-38-9 carbon dioxide 
• 103110-98-1 N-methyl-2,6-di(isopropyl)aniline 
• 60090-48-4 2,6-di(isopropyl)-N-methyleneaniline 

Downstream Products

• 35336-00-6 N-(2,6-diisopropylphenyl)-N-methylacetamide 
• 1448816-41-8 N-(2,6-diisopropylphenyl)-N-methylbutyramide 
• 1403251-67-1 C₃₆H₅₀N₂O 
• 161728-47-8 5,7-diiodo-3-butoxy-6-fluorone radical 

Relevant articles and documents

DBU-Catalyzed Selective N-Methylation and N-Formylation of Amines with CO2 and Polymethylhydrosiloxane

We describe herein an efficient organocatalytic system for the selective N-methylation and N-formylation of amines with carbon dioxide (CO2) as a sustainable C1 feedstock and polymethylhydrosiloxane (PMHS) as a cost-effectvie reducing reagent. High-yielding N-methylation products are obtained with low catalyst loading (1%) of DBU. Selective N-formylation of amines is achieved using the same catalytic system at a lower reaction temperature. (Figure presented.).

Synthesis, characterization and catalytic activity of stable [(NHC)H][ZnXY2] (NHC?=?N-Heterocyclic carbene, X, Y?=?Cl, Br) species

The synthesis and characterization of imidazol(in)ium-based zinc(II) halide salts are reported. These compounds present interesting structural features and exhibit high stability. Their catalytic activity was explored in the methylation of amines with CO2 and PhSiH3.

Expanding the Ligand Framework Diversity of Carbodicarbenes and Direct Detection of Boron Activation in the Methylation of Amines with CO2

A simple and convergent synthetic strategy used to increase the diversity of the carbodicarbene ligand framework through incorporation of unsymmetrical pendant groups is reported. Structural analysis and spectroscopic studies of ligands and their Rh complexes are reported. Reactivity studies reveal carbodicarbenes as competent organocatalysts for amine methylation using CO2 as a synthon. A unique B-H-activated boron-carbodicarbene complex was isolated as a reaction intermediate, providing mechanistic insight into the CO2 functionalization process.