94-92-8

Basic information

• Product Name: DI-O-TOLYLETHYLENEDIAMINE
• Synonyms: N,N'-DI-O-TOLYLETHYLENEDIAMINE;DI-O-TOLYLETHYLENEDIAMINE;n,n’-bis(2-methylphenyl)-2-ethanediamine;N,N'-ethylenedi-o-toluidine;N,N'-Bis(2-methylphenyl)-1,2-ethanediamine;2-(2-methylanilino)ethyl-(2-methylphenyl)amine;N,N'-bis(2-methylphenyl)ethane-1,2-diamine;N,N'-DI-O-TOLYL-ETHANE-1,2-DIAMINE
• CAS NO: 94-92-8
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.34
• EINECS: 202-375-8
• Mol File: 94-92-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 70-73°C
• Boiling Point: 434.2°Cat760mmHg
• Flash Point: 277.4°C
• Appearance: /
• Density: 1.083g/cm³
• CAS DataBase Reference: DI-O-TOLYLETHYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: DI-O-TOLYLETHYLENEDIAMINE(94-92-8)
• EPA Substance Registry System: DI-O-TOLYLETHYLENEDIAMINE(94-92-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• TSCA: Yes
• Hazardous Substances Data: 94-92-8(Hazardous Substances Data)

Usage

Description

DI-O-TOLYLETHYLENEDIAMINE is a chemical compound that serves as an antioxidant and anti-aging agent in rubber and plastic products. It is recognized for its ability to protect materials from deterioration caused by heat, light, and oxygen, making it a valuable component in various industrial applications.

Uses

Used in Rubber and Plastic Industry:
DI-O-TOLYLETHYLENEDIAMINE is used as an antioxidant and anti-aging agent for enhancing the durability and longevity of rubber and plastic products.
Used in Polyurethane and Rubber Production:
DI-O-TOLYLETHYLENEDIAMINE is used as a stabilizer in the production of polyurethane foam and rubber, ensuring the stability and quality of the final products.
Used in Adhesive, Sealant, and Coating Production:
DI-O-TOLYLETHYLENEDIAMINE is used in the production of adhesives, sealants, and coatings to improve their durability and longevity.
Safety Precautions:
DI-O-TOLYLETHYLENEDIAMINE should be handled with caution due to its potential health hazards. Proper safety measures must be taken when working with this chemical to ensure the safety of workers and the environment.

Upstream product

• 95-53-4 o-toluidine 
• 51479-97-1 N¹,N²-bis(o-tolyl)ethane-1,2-diimine 
• 106-93-4 ethylene dibromide 
• 107-21-1 ethylene glycol 
• 131543-46-9 Glyoxal 
• 1250264-98-2 2,5-di(o-tolyl)-1,2,5-thiadiazolidine-1-oxide 

Downstream Products

• 120-72-9 indole 
• 1414884-23-3 2-chloro-1,3-di(2-methylphenyl)-1,3,2-diazaphospholidine 
• 1414884-24-4 C₂₂H₂₂N₂O₃PS^(1-)*Li⁽¹⁺⁾ 
• 1428904-90-8 1,1 ,3,3-tetra-o-tolyl-2,2-bi-1,3,2-diazaphospholidine 
• 5140-08-9 N,N'-dinitroso-N,N'-di-o-tolyl-ethylenediamine 

Relevant articles and documents

Synthesis of pentafluorobenzene-based NHC adducts and their catalytic activity in the microwave-assisted reactions of aldehydes

N-Heterocyclic carbenes (NHCs) have been widely used in organometallic chemistry as ligands, as well as standalone organocatalysts in various reactions, mostly using aromatic aldehydes as substrates. We have previously demonstrated the efficiency of azolium-2-carboxylate zwitterions in the hydroxymethylation of aldehydes, especially aliphatic aldehydes, under microwave irradiation. In the present work, we report a series of pentafluorobenzene-based NHC adducts and their efficiency in the hydroxymethylation and self-condensation of aliphatic and aromatic aldehydes using microwave irradiation. The free carbenes are released under the reaction conditions and 1,3-dimesityl-2-(perfluorophenyl)imidazolidine and 1,3-bis(2,6-dimethylphenyl)-2-(perfluorophenyl)imidazolidine proved to be the most potent precatalysts.

Controlled acrylate insertion regioselectivity in diazaphospholidine- sulfonato palladium(II) complexes

Diazaphospholidine-sulfonato Pd(II) complexes [{κ2-P,O-(N- Ar2C2H4N2P)C6H 4SO3}PdMe(L)] 1-L (L = dmso, pyridine, lutidine, or μ-LiCl(solvent); 1a: Ar = Ph, 1b: Ar = 2-MeC6H4, 1c: Ar = 2-MeOC6H4, 1d: Ar = 2,4,6-Me3C 6H2, 1e: Ar = 2,6-iPr2C6H 3, 1f: Ar = 2,6-(p-tolyl)2C6H3) were prepared and structurally characterized. The regioselectivity of methyl acrylate (MA) insertion into the Pd-Me bond is entirely inverted from >93% 1,2-insertion for bulky substituents (1d-f, yielding the insertion products [(PO)Pd{κ2-C,O-CH2CHMeC(O)OMe], 12) to the usual electronically controlled 2,1-insertion (>95%) for the less bulky Ar = Ph (1a, yielding the insertion product [(PO)Pd{κ2-C,O- CHEtC(O)OMe], 11, and β-H elimination product methyl crotonate). DFT studies underline that this is due to a more favorable insertion transition state (2,1- favored by 12 kJ mol-1 over 1,2- for 1a) vs destabilization of the 2,1-insertion transition state in 1d,e. By contrast, MA insertion into the novel isolated and structurally characterized hydride and deuteride complexes [{κ2-P,O-(N-Ar2C 2H4N2P)C6H4SO 3}PdR(lutidine)] (Ar = 2,6-iPr2C6H3; 9e: R = H, 10e: R = D) occurs 2,1-selectively. This is due to the insertion occurring from the isomer with the P-donor and the olefin in trans arrangement, rather than the insertion into the alkyl from the cis isomer in which the olefin is in proximity to the bulky diazaphospholidine. 1a-f are precursors to active catalysts for ethylene polymerization to highly linear polyethylene with M n up to 35 000 g mol-1. In copolymerization experiments, norbornene was incorporated in up to 6.1 mol % into the polyethylene backbone.

Triazole-organodithiophosphate reaction product additives for functional fluids

New reaction products, useful as additives for functional fluids, are obtained by reacting, at elevated temperature, (A) a triazole having the formula IA or IB: STR1 wherein R7 is hydrogen or a C1 -C20 alkyl residue; R8 and R9 are the same or different and each is C1 -C20 alkyl, C3 -C20 alkenyl, C5 -C12 cycloalkyl, C7 -C13 aralkyl, C6 -C10 aryl or R8 and R9, together with the nitrogen atom to which they are attached, form a 5-, 6- or 7-membered heterocyclic residue or R8 and R9 is each a residue of formula: wherein X is O, S or N(R12), R12 is hydrogen or C1 -C20 alkyl, "alkylene" is a C1 -C12 alkylene residue and n is 0 or an integer from 1 to 6; R10 is hydrogen, C1 -C20 alkyl or C6 -C10 aryl or C7 -C18 alkyl phenyl; and R11 is hydrogen, C1 -C20 alkyl or a residue --CH2 NR8 R9 wherein R8 and R9 have their previous significance; with (B) an organodithiophosphate having the formula: STR2 in which R13 is a C1 -C20 alkyl or C7 -C18 alkyl phenyl or C7 -C13 aralkyl group, M is a metal ion of Group IA, IB, IIA, IIB, VB, VIB, VIIB or VIII of the Periodic System of Elements, and y is the valency of M.