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90660

Sigma-Aldrich

Tribenzylamine

≥99.0% (NT)

Sinónimos:

TBA

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About This Item

Fórmula lineal:
(C6H5CH2)3N
Número de CAS:
620-40-6
Peso molecular:
287.40
Beilstein/REAXYS Number:
2214682
EC Number:
210-638-3
MDL number:
MFCD00004773
UNSPSC Code:
12352100
PubChem Substance ID:
57653401
NACRES:
NA.22

assay

≥99.0% (NT)

form

powder

mp

91-94 °C (lit.)

functional group

amine

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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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

399.2 °F - closed cup

flash_point_c

204 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
WXBF2523V
WXBF4794V
WXBF3036V
WXBD8454V
WXBD8185V

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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
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)
Chemoselective oxidative debenzylation of tertiary N-benzyl amines.
Bull SD, et al.
Chemical Communications (Cambridge, England), 165(5), 337-338 (2000)
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)
Najat S Khan et al.
The Journal of organic chemistry, 76(5), 1418-1424 (2011-01-29)
A gyroscope-inspired tribenzylamine hemicryptophane provides a vehicle for exploring the structure and properties of multiple p-phenylene rotators within one molecule. The hemicryptophane was synthesized in three steps in good overall yield using mild conditions. Three rotator-forming linkers were cyclized to
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