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D34108

Sigma-Aldrich

Dibenzylamine

97%

Synonym(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

Linear Formula:
(C6H5CH2)2NH
CAS Number:
103-49-1
Molecular Weight:
197.28
Beilstein:
909664
EC Number:
203-117-7
MDL number:
MFCD00004770
UNSPSC Code:
12352100
PubChem Substance ID:
24893752
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.574 (lit.)

bp

300 °C (lit.)

mp

−26 °C (lit.)

density

1.026 g/mL at 25 °C (lit.)

SMILES string

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

InChI key

BWLUMTFWVZZZND-UHFFFAOYSA-N

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General description

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).


Signal Word

Danger

Hazard Statements

H302,H314,H410

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

289.4 °F - closed cup

Flash Point(C)

143 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Padmarajaiah Nagaraja et al.
International journal of pharmaceutics, 235(1-2), 113-120 (2002-03-07)
Simple and sensitive spectrophotometric methods for the determination of flutamide (FLA) in either pure form or in its pharmaceutical preparations are described. The first method is based on the diazotisation of reduced FLA, followed by coupling with alcoholic iminodibenzyl (IDB)
Paul E Harrington et al.
Bioorganic & medicinal chemistry letters, 20(18), 5544-5547 (2010-08-17)
The discovery of a series of novel and orally efficacious type II calcimimetics, developed from the lead compound 1, is described herein. Compound 22 suppressed plasma PTH levels relative to vehicle when dosed orally in a rat pharmacodynamic model.
Sharad Chandrakant Deshmukh et al.
Organic & biomolecular chemistry, 10(37), 7536-7544 (2012-08-15)
A Cu(I)-catalyzed α-oxyaldehyde-dibenzylamine-alkyne coupling reaction was delineated for the construction of α-oxyamines with excellent yields and diastereoselectivity. Crystal structure analysis and theoretical calculations were also supportive of the formation of syn-α-oxyamines as the major products. Application of the methodology addresses
M B Calvo et al.
Biopharmaceutics & drug disposition, 11(9), 797-806 (1990-12-01)
The pharmacokinetics of dibenzylamine administered in a sustained drug delivery system with cefazolin was studied after i.m. administration of a dose of 1250 mg to healthy volunteers. The serum and urine levels of dibenzylamine were determined by a GLC technique
David A Fulton et al.
The Journal of organic chemistry, 67(23), 7968-7981 (2002-11-09)
An approach to the study of polyvalency-the interaction of polyvalent receptors with polyvalent ligands-in unnatural systems is outlined. In this study, the complexation of dibenzylammonium cations by dibenzo[24]crown-8 or benzometaphenylene[25]crown-8 is utilized as the component receptor-ligand interaction. Two analogous multivalent
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