Dibenzylamine

Dibenzylamine Basic information
Product Name:Dibenzylamine
Synonyms:N-Benzyl(phenyl)methanamine;N-Benzylbenzylamine;Vulcaid 28;N-(Phenylmethyl)-benzenemethanamine;Accelerator DBA;Benzenemethanamine, N-(phenylmethyl)-;Benzenemethanamine,N-(phenylmethyl)-;n-(phenylmethyl)-benzenemethanamin
CAS:103-49-1
MF:C14H15N
MW:197.28
EINECS:203-117-7
Product Categories:Building Blocks;C14;Pharmaceutical Intermediates;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Amines;C11 to C38;Nitrogen Compounds
Mol File:103-49-1.mol
Dibenzylamine Structure
Dibenzylamine Chemical Properties
Melting point -26 °C (lit.)
Boiling point 300 °C (lit.)
density 1.026 g/mL at 25 °C (lit.)
vapor pressure 1-1013hPa at 113.1-286℃
refractive index n20/D 1.574(lit.)
Fp 290 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility 0.4g/l
pkapK1:8.52(+1) (25°C)
form Liquid
color Clear colorless to light yellow
Odorammonia-like odor
PH8.9 (H2O, 20℃)
Water Solubility 0.05 g/L (20 ºC)
Merck 14,3011
BRN 909664
Stability:Stable. Incompatible with oxidizing agents, acid anhydrides, acids, acid chlorides, chloroformates.
InChIKeyBWLUMTFWVZZZND-UHFFFAOYSA-N
LogP2.67 at 20℃
CAS DataBase Reference103-49-1(CAS DataBase Reference)
NIST Chemistry ReferenceDibenzylamine(103-49-1)
EPA Substance Registry SystemDibenzylamine (103-49-1)
Safety Information
Hazard Codes Xn,Xi,C
Risk Statements 22-36/38-52/53-34
Safety Statements 26-61-45-36/37/39
RIDADR 2810
WGK Germany 3
Hazard Note Irritant/Corrosive
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29214980
MSDS Information
ProviderLanguage
Dibenzylamine English
SigmaAldrich English
ACROS English
ALFA English
Dibenzylamine Usage And Synthesis
Chemical Propertiescolorless to light yellow oily liquid with ammonia odor. soluble in ethanol and ether, insoluble in water.
UsesDibenzylamine is used to prepare rubber accelerator for the vulcanization process and reaction-stoppers. Dibenzylamine type accelerators reduce nitrosamine production in the compounding process. It is also used to produce dibenzyl-nitroso-amine.
PreparationDibenzylamine is obtained by the reaction of benzyl chloride and liquid ammonia in ethanol.
ApplicationDibenzylamine is an important organic synthesis intermediate, mainly used to produce efficient and non-toxic vulcanization accelerators tetrabenzylthiuramdisulfide (TBZTD) and zinc dibenzyldithiocarbamate (ZBEC). Synthesize penicillin and curing agent for rubber and plastic curing, and can be used in the detection of cobalt, cyanate, and iron.
DefinitionChEBI: Dibenzylamine is an aromatic amine.
Synthesis Reference(s)Tetrahedron Letters, 26, p. 4633, 1985 DOI: 10.1016/S0040-4039(00)98771-9
The Journal of Organic Chemistry, 60, p. 5969, 1995 DOI: 10.1021/jo00123a041
Purification MethodsPurify the amine by distillation in a vacuum. It causes burns to the skin. The dihydrochloride has m 265-266o (from MeOH/HCl), and the tetraphenyl boronate has m 129-133o. [Bradley & Maisey J Chem Soc 247 1954, Hall J Phys Chem 60 63 1956, Donetti & Bellora J Org Chem 37 3352 1972, Beilstein 12 IV 2179.]
Tribenzylamine (S)-(-)-N-(1-PHENYLETHYL)PHTHALAMIC ACID Zinc dibenzyldithiocarbamate N-BENZYLPHTHALIMIDE N-nitrosodibenzylamine N-(2-HYDROXYETHYL)DIBENZYLAMINE (R)-(-)-N-(3,5-DINITROBENZOYL)-ALPHA-PHENYLETHYLAMINE Dibenzylamine DIBENZYLAMMONIUM DIBENZYLDITHIOCARBAMATE Trimethobenzamide N,N,N',N'-TETRABENZYL-P-PHENYLENEDIAMINE 4-Fluorobenzylamine RARECHEM AQ A3 0032 DIBENZYLAMINE,N-(2-CHLOROETHYL)-,HYDROCHLORIDE,N-(2-CHLOROETHYL)DIBENZYLAMINE HYDROCHLORIDE AURORA KA-6909 Phenoxybenzamine hydrochloride (R)-(+)-1-(4-Methylphenyl)ethylamine N,N-Dibenzylhydroxylamine

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