90660

Sigma-Aldrich

Tribenzylamine

≥99.0% (NT)

Synonym(s):
TBA
Linear Formula:
(C6H5CH2)3N
CAS Number:
Molecular Weight:
287.40
Beilstein/REAXYS Number:
2214682
EC Number:
MDL number:
PubChem Substance ID:

assay

≥99.0% (NT)

mp

91-94 °C (lit.)

SMILES string

C(N(Cc1ccccc1)Cc2ccccc2)c3ccccc3

InChI

1S/C21H21N/c1-4-10-19(11-5-1)16-22(17-20-12-6-2-7-13-20)18-21-14-8-3-9-15-21/h1-15H,16-18H2

InChI key

MXHTZQSKTCCMFG-UHFFFAOYSA-N

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Related Categories

Application

Tribenzylamine (TBA) is a tertiary amine which can be used :
  • As a nitrogen group source for the reactions involving C−N bond formation.
  • For the synthesis of imine i.e. N−benzylidene benzylamine by aerobic oxidative condensation.
  • As an extractant for the separation and determination of Cr(VI) and Cr(III) from wastewater.

TBA can also undergo debenzylation in the presence of ceric ammonium nitrate (CAN) to form dibenzylamine.

Packaging

100, 500 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Skin Sens. 1

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

399.2 °F - closed cup

Flash Point(C)

204 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Copper-Catalyzed Oxidative Amination of Benzoxazoles via C- H and C- N Bond Activation: A New Strategy for Using Tertiary Amines as Nitrogen Group Sources.
Guo S, et al.
Organic Letters, 13(3), 522-525 (2010)
Chemoselective oxidative debenzylation of tertiary N-benzyl amines.
Bull SD, et al.
Chemical Communications (Cambridge, England), 165(5), 337-338 (2000)
Highly active and selective gold catalysts for the aerobic oxidative condensation of benzylamines to imines and one-pot, two-step synthesis of secondary benzylamines.
Grirrane A, et al.
J. Catal., 264(2), 138-144 (2009)
Céline Burnier et al.
Talanta, 192, 135-141 (2018-10-24)
Nowadays, Gas Chromatography Mass Spectrometry (GC-MS) is mainly used in forensic sciences but suffers from limitations when the analysed compounds are thermally instable as it is the case for THC-A (Tetrahydrocannabinolic Acid) which is converted into Δ9-THC (Δ9-Tetrahydrocannabinol) that subsequently...
S Kalidhasan et al.
Journal of hazardous materials, 165(1-3), 886-892 (2009-01-13)
A simple extractive separation method has been developed for the determination of chromium based on the extraction of Cr (VI) as its ion-pair with tribenzylamine (TBA). The ion-pair is extracted at acidic pH using toluene as the diluent. The concentration...

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