19851-44-6

Basic information

• Product Name: N,N'-(1,3-Xylylene)bis(dimethylamine)
• Synonyms: (1,3-Phenylene)bismethylenebis(dimethylamine);1,3-Bis(dimethylaminomethyl)benzene;N,N'-(1,3-Phenylenebismethylene)bis(dimethylamine);N,N'-(1,3-Xylylene)bis(dimethylamine);N,N,N',N'-Tetramethylbenzene-1,3-bis(methanamine);N,N,N',N'-Tetramethylbenzene-1,3-bismethanamine
• CAS NO: 19851-44-6
• Molecular Formula: C₁₂H₂₀N₂
• Molecular Weight: 192.3006
• Mol File: 19851-44-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 233.9±20.0 °C(Predicted)
• Appearance: /
• Density: 0.949±0.06 g/cm3(Predicted)
• Refractive Index: 1.5020 to 1.5060
• PKA: 9.06±0.28(Predicted)
• CAS DataBase Reference: N,N'-(1,3-Xylylene)bis(dimethylamine)(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-(1,3-Xylylene)bis(dimethylamine)(19851-44-6)
• EPA Substance Registry System: N,N'-(1,3-Xylylene)bis(dimethylamine)(19851-44-6)

Safety Data

• RIDADR: UN 2735 8/PG II
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 19851-44-6(Hazardous Substances Data)

Usage

Description

N,N'-(1,3-Xylylene)bis(dimethylamine) is a colorless liquid chemical compound with the molecular formula C12H20N2, characterized by a strong amine odor. It is commonly utilized as a curing agent for epoxy resins, a catalyst for polyurethane foams and elastomers, and in the production of herbicides and pesticides.

Uses

Used in Epoxy Resin Industry:
N,N'-(1,3-Xylylene)bis(dimethylamine) is used as a curing agent for epoxy resins, which are essential in various applications such as coatings, adhesives, and electrical insulation materials. Its role in curing enhances the mechanical properties and chemical resistance of the final product.
Used in Polyurethane Industry:
In the polyurethane industry, N,N'-(1,3-Xylylene)bis(dimethylamine) serves as a catalyst for the production of polyurethane foams and elastomers. It accelerates the reaction process, leading to improved production efficiency and product quality.
Used in Agrochemical Industry:
N,N'-(1,3-Xylylene)bis(dimethylamine) is also used in the production of herbicides and pesticides, where it contributes to the effectiveness of these products in controlling unwanted plant growth and pests.
Safety Measures:
Due to its harmful nature if swallowed, inhaled, or absorbed through the skin, and its potential to cause irritation to the respiratory system and skin, it is crucial to handle N,N'-(1,3-Xylylene)bis(dimethylamine) with care. Safety precautions include wearing protective clothing and gloves, ensuring adequate ventilation, and avoiding release into the environment to minimize its toxic effects on aquatic life and potential long-term environmental impacts.

Upstream product

• 124-40-3 dimethyl amine 
• 626-15-3 1,3-bis-(bromomethyl)benzene 
• 114762-92-4 Ir{C₆H₃(CH₂N(CH₃)2)2}(C₈H₁₂) 
• 114762-89-9 Ir{C₆H₃(CH₂NMe₂)2-o,o'}(1,5-cyclooctadiene) 
• 115338-69-7 rhodium{C₆H₃(CH₂NMe₂)2-o,o'}(norbornadiene) 
• 115338-66-4 rhodium{C₆H₃(CH₂NMe₂)2-o,o'}(1,5-cyclooctadiene) 
• 112596-40-4 trans-Rh(III)Cl₂(C₆H₃(CH₂NMe₂)2-o,o')(H₂O) 
• 112596-46-0 Rh(III)Cl((CH₃CO)2CH)(C₆H₃(CH₂NMe₂)2-o,o')2 
• 75-24-1 trimethylaluminum 
• 82622-01-3 Li₂{C₆H₃(CH₂NMe₂)2-o,o'}2 
• 64-17-5 ethanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 67-63-0 isopropyl alcohol 
• 141-43-5 ethanolamine 

Downstream Products

• 15827-34-6 2,6-bis-<(dimethyamino)methyl>phenol 
• 66479-06-9 1-bromo-2,6-bis-((dimethylamino)methyl)benzene 
• 94725-71-0 (3-Dimethylaminomethyl-2-methoxy-benzyl)-dimethyl-amine 
• 85442-76-8 N,N'-<1,3-Phenylenbis(methylen)>bis(trimethylammonium)-diiodid 
• 882031-99-4 [2,6-(Me₂NCH₂)2C₆H₃]4Bi₂(O₂)*OEt₂ 
• 882031-98-3 [2,6-(Me₂NCH₂)2C₆H₃]4Bi₂*toluene 
• 882031-97-2 [2,6-(Me₂NCH₂)2C₆H₃]4Bi₂*Et₂O 

Relevant articles and documents

Novel Five-co-ordinate Diorganorhodium Compounds. X-Ray Structure of Bis-ortho-chelated >

Compounds of the type > have been synthesized by (i) oxidative addition of MeI (80percent yield) or EtI (minor product) to (cod)> (cod=cyclo-octa-1,5-diene); (ii) reaction of > (acac=acetylacetonate) with either AlMe3, AlEt3, or LiMe-LiI; (iii) metathesis of > (R=Me or Et, X=Cl or I) with Ag(O2CMe) or Ag(O3SCF3).The solid-state structure of > was determined by an X-ray diffraction study.Crystals are orthorhombic, space group Pbca, with lattice parameters a=14.899(3), b=15.744(3), c=13.191(2) Angstroem, U=3094(2) Angstroem3, Z=8, Dc=1.87 g cm-3, R=0.055.The structure has a square-pyramidal five-co-ordinate rhodium centre.One C and two N atoms of the chelating aryl moiety together with the I atom define the basal plane, and the methyl group lies at the apex . 103Rh N.m.r.studies of the novel five-co-ordinate diorganorhodium(III) compounds have been carried out.

Selective Synthesis of Bisdimethylamine Derivatives from Diols and an Aqueous Solution of Dimethylamine through Iridium-Catalyzed Borrowing Hydrogen Pathway

Bisdimethylamine derivatives are an important class of compounds in the polymer and pharmaceutical industries. However, existing methods for the synthesis of these compounds have several drawbacks such as low selectivity, use of toxic reagents, and generation of waste. In this study, a new system was developed for the selective synthesis of bisdimethylamine derivatives using a diol and dimethylamine as starting materials and an iridium complex bearing an N-heterocyclic carbene ligand as catalyst. The starting materials were easily available, less toxic, inexpensive, and easy to handle. The reaction proceeded efficiently through a borrowing hydrogen pathway under aqueous conditions, without any additional organic solvent, to afford various bisdimethylamine derivatives in good to excellent yields.

Curare-like camphor derivatives and their biological activity

The synthesis of symmetric dimeric camphor derivatives containing two quaternary nitrogen atoms was performed and their myorelaxant activity in mice was evaluated. For the comparison, some salts derived from meta-and para-xylylene dibromides were synthesi