22440-93-3

Basic information

• Product Name: N,N,N',N'-tetramethylbenzene-1,3-diamine
• Synonyms: N,N,N',N'-tetramethylbenzene-1,3-diamine;(1,3-Phenylene)bis(dimethylamine);1,3-Bis(dimethylamino)benzene;1,3-Di(dimethylamino)benzene;N,N,N',N'-Tetramethyl-1,3-benzenediamine;N,N,N',N'-Tetramethyl-1,3-phenylenediamine;N,N,N',N'-Tetramethyl-m-phenylenediamine;1,3-Benzenediamine, N,N,N',N'-tetramethyl-
• CAS NO: 22440-93-3
• Molecular Formula: C₁₀H₁₆N₂
• Molecular Weight: 164.24744
• EINECS: 244-998-8
• Product Categories: Amines;Building Blocks;C10;Chemical Synthesis;New Products for Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Cy-N;Achiral Nitrogen
• Mol File: 22440-93-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 270.5°Cat760mmHg
• Flash Point: >110°C
• Appearance: colorless/liquid
• Density: 0.976g/mLat 25℃
• Refractive Index: n20/D 1.580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 5.15±0.10(Predicted)
• Sensitive: air sensitive, light sensitive,
• CAS DataBase Reference: N,N,N',N'-tetramethylbenzene-1,3-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N',N'-tetramethylbenzene-1,3-diamine(22440-93-3)
• EPA Substance Registry System: N,N,N',N'-tetramethylbenzene-1,3-diamine(22440-93-3)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38-43-52
• Safety Statements: 26-36/37-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 22440-93-3(Hazardous Substances Data)

Usage

General Description

N,N,N',N'-tetramethylbenzene-1,3-diamine, also known as 1,3-Bis(1,1-dimethylethyl)benzene, is a chemical compound with the molecular formula C14H22N2. It is a diamine derivative of benzene and is commonly used as an antioxidant and stabilizer in polymers and rubber products. N,N,N',N'-tetramethylbenzene-1,3-diamine is effective in preventing degradation and oxidation of materials exposed to high temperatures and harsh environments. It is also used as a processing inhibitor in the production of synthetic rubbers and as a stabilizer in gasoline, diesel, and jet fuels, helping to maintain their quality over time. N,N,N',N'-tetramethylbenzene-1,3-diamine has a low volatility and is considered to be relatively non-toxic, making it a popular choice for various industrial applications.

Upstream product

• 67-56-1 methanol 
• 108-45-2 m-phenylenediamine 
• 7647-01-0 hydrogenchloride 
• 124-40-3 dimethyl amine 
• 541-73-1 1,3-Dichlorobenzene 
• 60-29-7 diethyl ether 
• 578-57-4 2-bromoanisole 
• 512-56-1 trimethyl phosphite 

Downstream Products

• 52695-14-4 tetra-N-methyl-4-nitroso-m-phenylenediamine 
• 17483-65-7 2,4-Dimethylamino-N--benzamid 
• 52886-52-9 2-(2,4-bis(dimethylamino)benzoyl)-4-(dimethylamino)benzoic acid 
• 52941-80-7 3-(2,4-bis(dimethylamino)phenyl)-3-(2-methyl-4-(diethylamino)phenyl)-4,5,6,7-tetrachlorophthalide 

Relevant articles and documents

Barbier–Negishi Coupling of Secondary Alkyl Bromides with Aryl and Alkenyl Triflates and Nonaflates

A mild and practical Barbier–Negishi coupling of secondary alkyl bromides with aryl and alkenyl triflates and nonaflates has been developed. This challenging reaction was enabled by the use of a very bulky imidazole-based phosphine ligand, which resulted in good yields as well as good chemo- and site selectivities for a broad range of substrates at room temperature and under non-aqueous conditions. This reaction was extended to primary alkyl bromides by using an analogous pyrazole-based ligand.

Negishi coupling of secondary alkylzinc halides with aryl bromides and chlorides

(Chemical Equation Presented) An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. A palladium catalyst composed of a new biaryldialkylphosphine ligand, CPhos, effectively promotes the rate of the reductive elimination step relative to the rate of the undesired β-hydride elimination. The broad substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool forC(sp3)-C(sp2) bond formation.