Dimethylbenzylamine is the organic compound with the formula C6H5CH2N(CH3)2.
The molecule consists of a benzyl group, C6H5CH2, attached to a dimethylamino functional group.
Dimethylbenzylamine is a colorless liquid.
Dimethylbenzylamine is used as a catalyst for the formation of polyurethane foams and epoxy resins.
IUPAC Name: N,N-Dimethyl-1-phenylmethanamine
CAS Number: 103-83-3
EC Number: 203-149-1
Chemical formula: C9H13N
Other names: DIMETHYLBENZYLAMINE, 103-83-3, N-Benzyldimethylamine, N N-dimethyl-1-phenylmethanamine, Dimethylbenzylamine, BDMA, Benzenemethanamine, N,N-dimethyl-, Benzyl-N,N-dimethylamine, N-(Phenylmethyl)dimethylamine, N,N-Dimethylbenzenemethanamine, Araldite accelerator 062, N,N-Dimethyl-N-benzylamine, N-Benzyl-N,N-dimethylamine, Benzylamine, N,N-dimethyl-, Sumine 2015, N,N'-Dimethylbenzylamine, NSC 5342, Benzyl-dimethyl-amine, TYP7AXQ1YJ, DTXSID8021854, NSC-5342, NCGC00090991-02, 28262-13-7, DTXCID801854, CAS-103-83-3, CCRIS 6693, UNII-TYP7AXQ1YJ, EINECS 203-149-1, UN2619, Benzenemethanamine, dimethyl-, AI3-26794, Benzenemethamine, N,N-dimethyl-, Dabco BDMA, N,N-dimethyl-1-phenyl-methanamine, benzyldimethyl-amine, dimethylbenzyl amine, Benzenemethanamine,dimethyl-, EC 203-149-1, dimethyl (phenylmethyl)amine, SCHEMBL15900, MLS002222342, CHEMBL45591, N,N-Dimethyl(phenyl)methanamine, NSC5342, N,N-Dimethylbenzylamine, >=99%, N,N-Dimethyl(phenyl)methanamine #, WLN: 1N1 & 1R, Tox21_113457, Tox21_200719, MFCD0000832, AKOS000120578, UN 2619, NCGC00090991-01, NCGC00090991-03, NCGC00258273-01, AC-10211, LS-13652, SMR001307284, N,N-Dimethylbenzylamine(Benzyldimethylamine), Benzyldimethylamine [UN2619] [Corrosive], D0688, FT-0657620, NS00008694, EN300-16212, N,?N-?Dimethylbenzylamine(Benzyldimethylamine), Q424966, J-001043, J-523270, InChI=1/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H
Synthesis
N,N-Dimethylbenzylamine can be synthesized by the Eschweiler–Clarke reaction of benzylamine.
Reactions
It undergoes directed ortho metalation with butyl lithium:
[C6H5CH2N(CH3)2 + BuLi → 2-LiC6H4CH2N(CH3)2
LiC6H4CH2N(CH3)2 + E+ → 2-EC6H4CH2N(CH3)2
Via these reactions, many derivatives are known with the formula 2-X-C6H4CH2N(CH3)2 (E = SR, PR2, etc.).
The amine is basic and undergoes quaternization with alkyl halides (e.g. hexyl bromide) to give quaternary ammonium salts:
[C6H5CH2N(CH3)2 + RX → [C6H5CH2N(CH3)2R]+X−
Such salts are useful phase transfer catalysts.
Uses
As the molecule has tertiary amine functionality, two of the key uses are as an epoxy-amine cure enhancement catalyst and also as a polyurethane catalyst.
Molar mass: 135.210 g·mol−1
Appearance: colourless liquid
Density: 0.91 g/cm3 at 20 °C
Melting point: −75 °C
Boiling point: 180 to 183 °C
Solubility in water: 1.2 g/100mL
XLogP3: 2
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 2
Exact Mass: 135.104799419 g/mol
Monoisotopic Mass: 135.104799419 g/mol
Topological Polar Surface Area: 3.2Ų
Heavy Atom Count: 10
Formal Charge: 0
Complexity: 82.7
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Article service life
Other release to the environment of Dimethylbenzylamine is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
Dimethylbenzylamine can be found in complex articles, with no release intended: machinery, mechanical appliances and electrical/electronic products (e.g. computers, cameras, lamps, refrigerators, washing machines).
Dimethylbenzylamine can be found in products with material based on: fabrics, textiles and apparel (e.g. clothing, mattress, curtains or carpets, textile toys) and plastic used for large surface area articles (e.g. construction and building materials for flooring, insulation).
Widespread uses
Dimethylbenzylamine is used in the following products: fillers, putties, plasters, modelling clay.
Dimethylbenzylamine is used for the manufacture of: rubber products.
Other release to the environment of Dimethylbenzylamine is likely to occur from: indoor use and outdoor use resulting in inclusion into or onto a materials (e.g. binding agent in paints and coatings or adhesives).
Formulation
Dimethylbenzylamine is used in the following products: polymers, adhesives and sealants, coating products and fillers, putties, plasters, modelling clay.
Release to the environment of Dimethylbenzylamine can occur from industrial use: formulation in materials and formulation of mixtures.
Uses at industry
Dimethylbenzylamine is used in the following products: fillers, putties, plasters, modelling clay, polymers, laboratory chemicals, adhesives and sealants and coating products.
Dimethylbenzylamine is used for the manufacture of: plastic products and chemicals .
Release to the environment of Dimethylbenzylamine can occur from industrial use: as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid, in the production of articles and of substances in closed systems with minimal release.
Benzyldimethylamine appears as a colorless to light yellow liquid with an aromatic odor.
Dimethylbenzylamine is lightly less dense than water and slightly soluble in water.
Dimethylbenzylamine is corrosive to skin, eyes and mucous membranes.
Dimethylbenzylamine is slightly toxic by ingestion, skin absorption and inhalation.
Used in the manufacture of adhesives and other chemicals.
Dimethylbenzylamine is used in the preparation of bis[(N,N-dimethylamino)benzyl] selenide. It acts as a catalyst in the curing reaction of formulations of diglycidyl ether of bisphenol A and tetrahydrophthalic anhydride. It undergoes directed ortho metalation with butyl lithium. It reacts with methyl iodide to get ammonium salt, which is used as phase transfer catalysts. Further, it is used as a catalyst for the formation of polyurethane foams and epoxy resins.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Dimethylbenzylamine is used in the preparation of bis[(N,N-dimethylamino)benzyl] selenide.
Dimethylbenzylamine acts as a catalyst in the curing reaction of formulations of diglycidyl ether of bisphenol A and tetrahydrophthalic anhydride.
Dimethylbenzylamine undergoes directed ortho metalation with butyl lithium.
Dimethylbenzylamine reacts with methyl iodide to get ammonium salt, which is used as phase transfer catalysts.
Further, Dimethylbenzylamine is used as a catalyst for the formation of polyurethane foams and epoxy resins.
Benzyldimethylamine, can be ligated with a N-heterocyclic carbene, to produce a highly active, practical and versatile catalyst for the Heck-Mizoroki reaction.
Dimethylbenzylamine can also be used for the perpetration of novel electrolyte, dibenzyldimethylammonium fluoride for acylation of cellulose.
Benzyldimethylamine, also known as N-benzyl-n,n-dimethylamine nitrate is a member of the class of compounds known as phenylmethylamines.
Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.
N,n-dimethylbenzylamine is slightly soluble (in water) and a very strong basic compound (based on its pKa).
Benzyldimethylamine can be found in tea, which makes Benzyldimethylamine a potential biomarker for the consumption of this food product.
Benzyldimethylamine is a colorless to light yellow liquid organic compound with an aromatic odor.
Benzyldimethylamine's chemical formula is C6H5CH2N(CH3)2 and its CAS is 103-83-3.
The molecule C6H5CH2N(CH3)2 contains the benzyl group, C6H5CH2, attached to a dimethylamino functional group.
Benzyldimethylamine is primarily used as a catalyst for the formation of polyurethane foams and epoxy resins.
The amine is basic and undergoes quaternization with methyl iodide to produce the ammonium salt [C6H5CH2N(CH3)3] I−.
These salts are useful as phase transfer catalysts.
Catalyst used in the production of polyurethane foams.
Initiator in the production of epoxy resins.
Accelerator for epoxy resins in laminates for electrical equipment.
Sensitizer for the photopolymerisation of methacrylates.
Catalyst for the UV-curing of styrene polyester products.
Thermal post-cure catalyst for UV-cured epoxy adhesive cements.
Catalyst for the polymerisation of glycolic acid lactide.
Synthesis of quats.
Intermediate in the synthesis of agrochemicals, pharmaceuticals and dyes.
N,N-Dimethylbenzylamine is colourless liquid, with good solubility in alcohol and ether and with bad solubility in water.
Uses of the substance: Dimethylbenzylamine (BDMA) is used as a catalyst for soft polyester-based polyurethane systems, semisolid foams, pre-polymerisation agents, to improve the effect of impregnation agents on cellulose fibres
Dimethylbenzylamine is an amine accelerator for polymerization of epoxy resins.
Dimethylbenzylamine is the organic compound with the formula C₆H₅CH₂N(CH₃)₂. The molecule consists of a benzyl group, C₆H₅CH₂, attached to a dimethylamino functional group. It is a colorless liquid. It is used as a catalyst for the formation of polyurethane foams and epoxy resins.
Applications:
Catalyst used in the production of polyurethane foams
Initiator in the production of epoxy resins
Sensitiser for the photopolymerisation of methacrylates
Catalyst for the UV-curing of styrene polyester products
General Description: Dimethylbenzylamine is a colorless to light yellow liquid with an aromatic odor.
Slightly less dense than water and slightly soluble in water.
Flash point approximately 140°F.
Corrosive to skin, eyes and mucous membranes.
Slightly toxic by ingestion, skin absorption and inhalation.
Dimethylbenzylamine is used in the manufacture of adhesives and other chemicals.
Dimethylbenzylamine is the organic compound with the formula C6H5CH2N(CH3)2.
Dimethylbenzylamine consists of a benzyl group, C6H5CH2, attached to a dimethylamino functional group.
Dimethylbenzylamine is a colorless liquid.
Dimethylbenzylamine is used as a catalyst for the formation of polyurethane foams and epoxy resins.
N,N-Dimethylbenzylamine can be synthesized by the Eschweiler–Clarke reaction of benzylamine
Benzyldimethylamine appears as a colorless to light yellow liquid with an aromatic odor.
Slightly less dense than water and slightly soluble in water.
Corrosive to skin, eyes and mucous membranes.
Slightly toxic by ingestion, skin absorption and inhalation.
Used in the manufacture of adhesives and other chemicals.
Dimethylbenzylamine belongs to the class of organic compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.
Dimethylbenzylamine is used as a catalyst for soft polyester-based polyurethane systems, semisolid foams, for productions of dyestuffs, pigments and optical brighteners, pre-polymerisation agents, to improve the effect of impregnation agents on cellulose fibres.
Uses: Dimethylbenzylamine is an intermediate, especially for quaternary ammonium compounds; dehydrohalogenating catalyst; corrosion inhibitor; acid neutralizer; potting compounds; adhesives; cellulose modifier.
N,n-dimethylbenzylamine, also known as N-benzyl-n,n-dimethylamine nitrate or benzyl-dimethyl-amine, is a member of the class of compounds known as phenylmethylamines. Phenylmethylamines are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine. N,n-dimethylbenzylamine is slightly soluble (in water) and a very strong basic compound (based on its pKa). N,n-dimethylbenzylamine can be found in tea, which makes n,n-dimethylbenzylamine a potential biomarker for the consumption of this food product.
Reactivity Profile: N,N-Dimethylbenzylamine neutralizes acids on exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. May attack some plastics
Dimethylbenzylamine (DMBA) is used in the production of epoxy resins.
Notes
Air sensitive. Incompatible with strong acids, strong bases, strong oxidizing agents, strong reducing agents and carbon dioxide.
Chemical Properties
colourless to light yellow liquid with an amine odour
Uses
Intermediate, especially for quaternary ammonium compounds; dehydrohalogenating catalyst; corrosion inhibitor; acid neutralizer; potting compounds; adhesives; cellulose modifier.
Preparation of Dimethylbenzylamine
Thereafter the reaction mixture was cooled in a separatory funnel while standing in a refrigerator maintained at 5° C. and separated into two layers. The upper oily layer, weighing 111.5g, was removed and steam distilled until no further oleaginous component was observed in the distillate as it came over. The crude distillate was found to contain 103.5g of N,N-dimethylbenzylamine (76.1% of theory), 3.3g of dimethylamine and no quaternary salts. The dimethylamine was distilled off below 29°C under atmospheric pressure from the N,N-dimethylbenzylamine (bp 82°C/18mmHg).
General Description
A colorless to light yellow liquid with an aromatic odor.
Slightly less dense than water and slightly soluble in water.
Flash point approximately 140°F.
Corrosive to skin, eyes and mucous membranes.
Slightly toxic by ingestion, skin absorption and inhalation. Used in the manufacture of adhesives and other chemicals.