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Dibenzylamine

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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
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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.)
Flash point:
290 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
0.4g/l
form 
Liquid
pka
pK1:8.52(+1) (25°C)
color 
Clear colorless to light yellow
PH
8.9 (H2O, 20℃)
Odor
ammonia-like odor
Water Solubility 
0.05 g/L (20 ºC)
Merck 
14,3011
BRN 
909664
Dielectric constant
3.6(20℃)
Stability:
Stable. Incompatible with oxidizing agents, acid anhydrides, acids, acid chlorides, chloroformates.
InChIKey
BWLUMTFWVZZZND-UHFFFAOYSA-N
LogP
2.67 at 20℃
CAS DataBase Reference
103-49-1(CAS DataBase Reference)
NIST Chemistry Reference
Dibenzylamine(103-49-1)
EPA Substance Registry System
Dibenzylamine (103-49-1)
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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

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Dibenzylamine Usage And Synthesis

Chemical Properties

colorless to light yellow oily liquid with ammonia odor. soluble in ethanol and ether, insoluble in water.

Uses

Dibenzylamine 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.

Preparation

Dibenzylamine is obtained by the reaction of benzyl chloride and liquid ammonia in ethanol.

Application

Dibenzylamine 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.

Definition

ChEBI: Dibenzylamine is an aromatic amine.

Biological Functions

Dibenzylamine (DBA) has anticonvulsant effects. It can block NMDA-evoked currents in a concentration and voltage-dependent manner. This conclusion was researched in an audiogenic seizure-susceptible mouse model. It possesses antiproliferative properties and could be of interest for the development of new antitumor drugs.

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

Hazard

Dibenzylamine is danger.
H302 (99.32%): Harmful if swallowed [Warning Acute toxicity, oral]
H314 (57.43%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
H315 (42.57%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (42.57%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H412 (32.43%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Purification Methods

Purify 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.]

Dibenzylamine Preparation Products And Raw materials

Raw materials

DibenzylamineSupplier

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0536-8790166 15105445095
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