2909-79-7

Basic information

• Product Name: 4-TERT-BUTYL-N,N-DIMETHYLANILINE
• Synonyms: 4-TERT-BUTYL-N,N-DIMETHYLANILINE;Benzenamine, 4-(1,1-dimethylethyl)-N,N-dimethyl-;p-t-Butyl-N,N-dimethylaniline;p-tert-Butyl-N,N-dimethylaniline;N,N-dimethyl-4-t-butylaniline;N-[4-(tert-Butyl)phenyl]dimethylamine
• CAS NO: 2909-79-7
• Molecular Formula: C₁₂H₁₉N
• Molecular Weight: 177.29
• EINECS: 220-824-6
• Product Categories: Amines;C11 to C38;Nitrogen Compounds
• Mol File: 2909-79-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: -45°C (estimate)
• Boiling Point: 250-253 °C(lit.)
• Flash Point: 229 °F
• Appearance: /
• Density: 0.906 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0204mmHg at 25°C
• Refractive Index: n20/D 1.529(lit.)
• CAS DataBase Reference: 4-TERT-BUTYL-N,N-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYL-N,N-DIMETHYLANILINE(2909-79-7)
• EPA Substance Registry System: 4-TERT-BUTYL-N,N-DIMETHYLANILINE(2909-79-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2909-79-7(Hazardous Substances Data)

Usage

Description

4-TERT-BUTYL-N,N-DIMETHYLANILINE is an organic compound that serves as an efficient polymerization accelerator. It is known for its role in the oxidative coupling process with indole, catalyzed by potassium iodide. 4-TERT-BUTYL-N,N-DIMETHYLANILINE is particularly useful in the field of polymer chemistry due to its ability to initiate free-radical/cationic hybrid photopolymerizations of acrylates and epoxides.

Uses

Used in Polymer Industry:
4-TERT-BUTYL-N,N-DIMETHYLANILINE is used as an amine initiator for free-radical/cationic hybrid photopolymerizations of acrylates and epoxides. Its application reason is to enhance the polymerization process, leading to improved efficiency and product quality in the production of various polymers.
Used in Chemical Research:
In the field of chemical research, 4-TERT-BUTYL-N,N-DIMETHYLANILINE is used as a catalyst in the oxidative coupling of tert-butyl-N,N-dimethylaniline with indole. This process is significant for the synthesis of various complex organic compounds and contributes to the advancement of chemical knowledge and innovation.

InChI:InChI=1/C12H19N/c1-12(2,3)10-6-8-11(9-7-10)13(4)5/h6-9H,1-5H3

Upstream product

• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 1067-24-9 dimethylamino tributyltin 
• 3972-56-3 4-(tert-butyl)chlorobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 769-92-6 4-tert-Butylaniline 
• 74-88-4 methyl iodide 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 677-22-5 tert-butylmagnesium chloride 
• 3282-56-2 4-tert-butylnitrobenzene 
• 67-68-5 dimethyl sulfoxide 
• 50-00-0 formaldehyd 
• 512-56-1 trimethyl phosphite 
• 67530-30-7 N,N-dimethyl O-(2,4,6-trimethylphenyl-sulfonyl) hydroxylamine 
• 63488-10-8 4-tert-butylmagnesium bromide 

Downstream Products

• 1179825-64-9 2-(((4-tert-butylphenyl)(methyl)amino)methyl)cyclohexan-1-one 
• 1179825-49-0 1-((4-tert-butylphenyl)(methyl)amino)-4,4-dimethylpentan-3-one 
• 1346855-02-4 1-(5-tert-butyl-2-(dimethylamino)phenyl)naphthalen-2-ol 
• 5279-59-4 4-(1,1-dimethylethyl)-N-methylbenzenamine 
• 63429-97-0 N-(4-(tert-butyl)phenyl)formamide 
• 214360-66-4 2-(4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling

We develop an electrochemical nickel-catalyzed aminomethylation of aryl bromides under mild conditions. The convergent paired electrolysis makes full use of anode and cathode processes, free of a terminal oxidant, a sacrificial anode, a metal reductant, and a prefunctionalized radical precursor. In addition, this method exhibits wide functional group tolerance (63 examples), including some sensitive substituents and aromatic heterocycles. This redox neutral cross coupling provides a more environmentally friendly and synthetic practical protocol for forging C(sp2)–C(sp3) bonds.