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D34108

Sigma-Aldrich

Dibenzylamine

97%

Synonyme(s) :

(N-Benzylaminomethyl)benzene, Bibenzylamine, DBA, Dibenzylamine (8CI), N,N-Dibenzylamine, N-(Phenylmethyl)benzenemethanamine, N-Benzyl-1-phenylmethanamine, N-Benzylbenzylamine

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About This Item

Formule linéaire :
(C6H5CH2)2NH
Numéro CAS:
103-49-1
Poids moléculaire :
197.28
Numéro Beilstein :
909664
Numéro CE :
203-117-7
Numéro MDL:
MFCD00004770
Code UNSPSC :
12352100
ID de substance PubChem :
24893752
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

liquid

Indice de réfraction

n20/D 1.574 (lit.)

Point d'ébullition

300 °C (lit.)

Pf

−26 °C (lit.)

Densité

1.026 g/mL at 25 °C (lit.)

Chaîne SMILES 

C(NCc1ccccc1)c2ccccc2

InChI

1S/C14H15N/c1-3-7-13(8-4-1)11-15-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2

Clé InChI

BWLUMTFWVZZZND-UHFFFAOYSA-N

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Description générale

Dibenzylamine is mainly used in the production of rubber accelerators, which play a key role in the vulcanization process. It is used as a precursor in the nitrosative cleavage of tertiary amines, aiding in various chemical reactions. It also serves as an intermediate in the synthesis of palladium complexes.

Application


  • Environmental monitoring in shale gas wastewater: Dibenzylamine was identified among the hazardous substances in shale gas wastewater, with research characterizing its concentration and distribution in the Upper Yangtze River, contributing to improved environmental management practices (Tang et al., 2024).

  • Advancements in organic synthesis: Dibenzylamine was used in a novel synthetic strategy for (L)-Monomethyl Tyrosine via bulky ′forced-traceless′ regioselective Pd-catalyzed C(sp(2))-H activation, showcasing its utility in pharmaceutical compound development (Illuminati et al., 2023).

  • Application in crystallography: The crystal structure of di-benzyl-ammonium was elucidated, providing insights into molecular interactions and potential applications in material science and drug design (Traoré et al., 2023).

  • Utilization in green chemistry: Dibenzylamine facilitated a green approach towards Triazole forming reactions, aiming to develop anticancer drugs by minimizing environmental impact and enhancing reaction efficiency (Rastogi et al., 2023).


Pictogrammes

CorrosionExclamation markEnvironment
GHS05,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H302,H314,H410

Classification des risques

Acute Tox. 4 Oral - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1C

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

289.4 °F - closed cup

Point d'éclair (°C)

143 °C - closed cup

Équipement de protection individuelle

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificats d'analyse (COA)

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Palladium-Assisted Formation of Carbon- Carbon Bonds. 8.1 Synthesis and Reactivity toward Internal Alkynes, Carbon Monoxide, and Isocyanides of Orthopalladated Dibenzylamine Complexes
Vicente et al.
Organometallics, 18, 2683-2693 (1999)
Thermal decomposition of the rubber vulcanization agent, zinc dibenzyldithiocarbamate, and its potential role in nitrosamine formation in hams processed in elastic nettings
Helmick et al.
Journal of Agricultural and Food Chemistry, 42, 2541-2544 (1994)
Federica Barbieri et al.
Investigational new drugs, 21(4), 413-420 (2003-10-31)
The development of multidrug-resistance (MDR) in neoplastic cells is often responsible for the therapy failure and poor outcome of a number of human cancers. MDR may be associated with the expression of the multidrug transporter glycoprotein p170, encoded by the
Determination of low concentrations of dibenzylamine in human plasma and urine by gas chromatography with a nitrogen-phosphorus detector.
M B Calvo et al.
Journal of chromatography, 490(1), 206-212 (1989-05-05)
Jong M Rho et al.
Epilepsia, 43(4), 358-361 (2002-04-16)
To investigate whether ketone bodies are directly anticonvulsant. We tested the effects of acetoacetate (ACA), acetone, and both stereoisomers, D-(-)- and L-(+), of beta-hydroxybutyrate (BHB) on sensory-evoked seizures in Frings audiogenic seizure-susceptible mice. We found that these ketone bodies, with
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