DIMETHYLBENZYLAMINE
Dimethylbenzylamine = Benzyldimethylamine = BDMA = Dabco BDMA = dimethyl benzyl amine = N-benzyl dimethylamine = N-(Phenylmethyl)dimethylamine
Chemical formula: C9H13N
CAS No.: 103-83-3
EC Number: 203-149-1
HS No.: 2921 4900
Synonyms
N-Benzyl-N,N-dimethylamine = DBA = Dimethylaminomethyl-benzene = N,N-Dimethylbenzenemethanamine = Dimethylbenzylamine = DMBA
Benzyldimethylamine
Benzyl-N,N-dimethylamine
N,N-Dimethylbenzenemethanamine
Dimethylbenzylamine
N-(Phenylmethyl) dimethylamine
Other names: Benzylamine, N,N-dimethyl-; Benzyldimethylamine; Dimethylbenzylamine; N-Benzyldimethylamine; N,N-Dimethyl-N-benzylamine; Dimethylbenzylamine; N-Benzyl-N,N-dimethylamine; BDMA; Araldite accelerator 062; Benzyl-N,N-dimethylamine; N,N-Dimethylbenzenemethanamine; N-(Phenylmethyl)dimethylamine; Sumine 2015; UN 2619; Dabco BDMA; Benzenemethamine, N,N-dimethyl-; NSC 5342
N,N-Dimethylbenzenemethanamine, N,N-Dimethylbenzylamine, N-Benzyldimethylamine, Dimethylbenzylamine, Benzyl-N,N-dimethylamine, N-(Phenylmethyl)dimethylamine, BDMA, Sumine 2015, Benzenemethanamine, Dabco B-16, Araldite accelerator 062, N,N-Dimethyl(phenyl)methanamine, DMBA[1]
Preferred IUPAC name: N,N-Dimethyl-1-phenylmethanamine
Other names of the substance: N-(Phenylmethyl)dimethylamine
Applications of Benzyldimethylamine (BDMA) include:
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
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:
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.
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.
APPLICATION AREAS OF DIMETHYLBENZYLAMINE
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.
Identifiers
CAS Number: 103-83-3
ECHA InfoCard 100.002.863
Chemical formula: C9H13N
Molar mass: 135.210 g·mol−1
Appearance: colourless liquid
Density: 0.91 g/cm3 at 20 °C
Melting point: −75 °C (−103 °F; 198 K)
Boiling point: 180 to 183 °C (356 to 361 °F; 453 to 456 K)
Solubility in water: 1.2 g/100mL
Hazards
R-phrases: R10, R20, R21, R22, R34, R52, R53
S-phrases : S26, S36, S45, S61
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
330
Flash point: 55 °C (131 °F; 328 K)
Autoignition temperature: 410 °C (770 °F; 683 K)
SEGMENTS
Agriculture
Dyestuffs, pigments and optical brighteners
Manufacturing of coatings – corrosion inhibitor
Manufacturing of fungicides
Manufacturing of herbicides
Manufacturing of pesticides
Manufacturing of insecticides
Manufacturing of pharmaceutical agents
Manufacturing of textile dyestuffs
Polyurethane foams catalysts
Polyester resins catalysts
PRODUCT APPLICATIONS of Dimethylbenzylamine
Manufacturing of herbicides
Agriculture
Pesticides
Dyestuffs, pigments and optical brighteners
Manufacturing of textiles dyestuffs
Manufacturing of textile dyestuffs
Manufacturing of dyestuffs
Manufacturing of pharmaceutical agents
Manufacturing of coating
Textile industry
Pharmaceutical industry / Biotechnology
Chemical Industry
Manufacturing of insecticides / acaricides
Manufacturing of fungicides
Coating
Catalyst for chemical synthesis
Textile dyestuffs
HEALTH HAZARD EFFECTS: Corrosive. Contact with skin causes burns.
ADR REGULATIONS: UN 2619 BENZYLDIMETHYLAMINE, 8, (3), II, (D/E)
SYNONYMS :
N,N-DIMETHYLBENZYLAMINE
103-83-3
Benzyldimethylamine
Dimethylbenzylamine
N-Benzyldimethylamine
N,N-dimethyl-1-phenylmethanamine
Benzenemethanamine, N,N-dimethyl-
BDMA
Benzyl-N,N-dimethylamine
Benzylamine, N,N-dimethyl-
N-(Phenylmethyl)dimethylamine
N,N-Dimethylbenzenemethanamine
Araldite accelerator 062
N,N-Dimethyl-N-benzylamine
N-Benzyl-N,N-dimethylamine
Sumine 2015
UNII-TYP7AXQ1YJ
N,N’-Dimethylbenzylamine
NSC 5342
Benzyl-dimethyl-amine
N,N-Dimethyl-benzylamin
DSSTox_CID_1854
DSSTox_RID_76367
DSSTox_GSID_21854
N,N-Dimethylbenzylamine, 99%
CAS-103-83-3
CCRIS 6693
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
n-dimethylbenzylamine
dimethyl benzyl amine
N,N-Dmethylbenzylamine
N-benzyl dimethylamine
Benzylamine,N-dimethyl-
N,N,-dimethylbenzylamine
N,N-dimethyl benzylamine
N,N-dimethyl-benzylamine
N, N-Dimethylbenzylamine
ACMC-1C9EH
N,N-dimethyl benzyl amine
Benzenemethanamine,dimethyl-
EC 203-149-1
dimethyl (phenylmethyl)amine
N,N-Dimethyl(phenyl)methanamine
Dimethylbenzylamine, >=99%
N,N-Dimethyl(phenyl)methanamine #
103-83-3 [RN]
203-149-1 [EINECS]
BDMA
Benzenemethanamine, N,N-dimethyl- [ACD/Index Name]
benzyl dimethyl amine
dimethylaminomethylbenzene
dimethylbenzylamine [Wiki]
DMBA
MFCD00008329 [MDL number]
N,N-Dimethyl-1-phenylmethanamin [German] [ACD/IUPAC Name]
N,N-Dimethyl-1-phenylmethanamine [ACD/IUPAC Name]
N,N-Diméthyl-1-phénylméthanamine [French] [ACD/IUPAC Name]
Dimethylbenzylamine [Wiki]
N-Benzyldimethylamine
N-benzyl-N,N-dimethylamine
[103-83-3]
1875-92-9 [RN]
28262-13-7 [RN]
59125-51-8 [RN]
Araldite accelerator 062
Benzenemethamine, N,N-dimethyl-
Benzenemethanamine, dimethyl-
Benzenemethanamine,dimethyl-
Benzylamine, N, N-dimethyl-
Benzylamine, N,N-dimethyl-
benzylamine, NN-dimethyl-
benzyldimethylamine [Wiki]
Benzyl-dimethyl-amine
Benzyl-N,N-dimethylamine
Dabco BDMA
dimethyl-(phenylmethyl)ammonium
EINECS 203-149-1
InChI=1/C9H13N/c1-10(2)8-9-6-4-3-5-7-9/h3-7H,8H2,1-2H
Jsp000392
N-(PHENYLMETHYL)DIMETHYLAMINE
N, N-Dimethylbenzylamine
N,​N-​Dimethylbenzylamine(Benzyldimethylamine)
N,N-Dimethyl(phenyl)methanamine
N,N-dimethyl-1-phenyl-methanamine
N,N-Dimethylbenzenemethanamine
N,N’-Dimethylbenzylamine
Dimethylbenzylamine (en)
Dimethylbenzylamine 99%
N,N-Dimethyl-N-benzylamine
N-BENZYLDIETHYLAMINE
N-Benzyldimethylamine, BDMA
Sumine 2015
UN 2619
WLN: 1N1 & 1R
Synonyms: Araldite accelerator 062;aralditeaccelerator062;Benzenemethamine, N,N-dimethyl-;Benzenemethanamine,N,N-dimethyl-;Benzylamine, N,N-dimethyl-;Benzyl-N,N-dimethylamine;Dabco B-16;N-(Phenylmethyl)dimethylamine
azb دیومتیلبنزیلآمینcs Dimethylbenzylaminde Benzyldimethylaminen Dimethylbenzylamineeo Dumetil-benzilaminofa دیمتیلبنزیلآمینja ジメチルベンジルアミンsh Dimetilbenzilaminsr Dimetilbenzilamin
BDMA
benzenemethanamine, N,N-dimethyl-
benzyl-N,N-dimethylamine
N- benzyl-N,N-dimethylamine
benzylamine, N,N-dimethyl-
N- benzyldimethylamine
N,N- dimethyl-1-phenylmethanamin
N,N- dimethyl-1-phenylmethanamine
N,N- dimethyl-N-benzylamine
dimethylaminomethylbenzene
N,N- dimethylbenzenemethanamine
N,N- dimethylbenzylamine
N,N’- dimethylbenzylamine
DMBA
sumine 2015
Benzyldimethylamine [UN2619] [Corrosive]
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. Dimethylbenzylamine is slightly soluble (in water) and a very strong basic compound (based on its pKa). Dimethylbenzylamine can be found in tea, which makes Dimethylbenzylamine a potential biomarker for the consumption of this food product.
Reactivity Profile: 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.
Chemical synonyms: Dimethylbenzylamine; BDMA
Product description
Benzyldimethylamine (BDMA) is a clear, light yellow liquid with an amine-like odor.
Applications
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.
Notes
Air sensitive. Incompatible with strong acids, strong bases, strong oxidizing agents, strong reducing agents and carbon dioxide.
Dimethylbenzylamine Chemical Properties,Uses,Production
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
25% Aqueous Dimethylamine, 1088 grams
Benzyl Chloride, 126.6 grams
In the apparatus of Example 1, the benzyl chloride was added dropwise over a two-hour period to the amine (molar ratio 1 to 6) at a rate sufficient to maintain the temperature below 40°C. Stirring was continued at room temperature for an additional hour to insure completion of the reaction denoted by the equation below.
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 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 Dimethylbenzylamine (bp 82°C/18mmHg).
Synthesis Reference(s)
The Journal of Organic Chemistry, 40, p. 531, 1975 DOI: 10.1021/jo00892a043
Synthetic Communications, 6, p. 539, 1976 DOI: 10.1080/00397917608063545
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.
Air & Water Reactions
Flammable. Slightly soluble in water.
Reactivity Profile
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 [USCG, 1999].
Health Hazard
Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomitting.
Fire Hazard
Special Hazards of Combustion Products: Toxic vapors are generated when heated.
Safety Profile
Poison by ingestion. Moderately toxic by inhalation and skin contact. Corrosive. A severe eye and skin irritant. Flammable when exposed to heat or flame. When heated to decomposition it emits toxic fumes of NOx
Purification Methods
Dry the amine over KOH pellets and fractionate it over Zn dust in a CO2—free atmosphere. It has a pKa2 5 of 8.25 in 45% aqueous EtOH. Store it under N2 or in a vacuum. The picrate has m 94-95o, and the picrolonate has m 151o (from EtOH). [Skita & Keil Chem Ber 63 34 1930, Coleman J Am Chem Soc 55 3001 1933, Devereux et al. J Chem Soc 2845 1957.] The tetraphenyl borate salt has m 182-185o. [Crane Anal Chem 28 1794 1956, Beilstein 12 IV 2161.]
Dimethylbenzylamine Preparation Products And Raw materials
Raw materials
Benzyl chloride Benzylamine aminoformic acid Dimethylamine Formamide, N-methyl-N-(phenylmethyl)- BenzeneMethanaMine, 2-chloro-N,N-diMethyl- Dimethylbenzylamine N-oxide N-Methylbenzylamine Dimethylamine hydrochloride 2-Chlorobenzaldehyde Benzonitrile N,N-Dimethylbenzamide Benzyl alcohol