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376205

Sigma-Aldrich

Triphenylsilylamine

97%

Synonym(s):

Aminotriphenylsilane, TPSA, Triphenylaminosilane

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About This Item

Linear Formula:
(C6H5)3SiNH2
CAS Number:
Molecular Weight:
275.42
Beilstein:
2941367
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

mp

60-62 °C (lit.)

storage temp.

2-8°C

SMILES string

N[Si](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C18H17NSi/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H,19H2

InChI key

GLQOALGKMKUSBF-UHFFFAOYSA-N

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General description

Triphenylsilylamine is a silyl compound.

Application

Triphenylsilylamine may be used in the following studies:
  • Preparation of dimers of the type [Ti(μ-NR)(NMe2)2]2 (R = 1-adamantyl, (t)Bu, SiPh3).
  • Silylation during the pretreatment of fused silica capillary surface to achieve a homogeneous film.
  • Preparation of triphenylsilylsulfinylamine, via reaction with thionylchloride.
  • To investigate the molecular tuning effect of silanation treatment for HZSM-5 crystals.
  • Synthesis of 9-aminopyrido[3′,3′:4,5]pyrrolo[1,2-c]pyrimidine (9-aminosubstituted derivative).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Selective palladium-catalyzed amination of the heterocyclic core of variolins.
Baeza A, et al.
Tetrahedron Letters, 48(14), 2597-2601 (2007)
Study on Mo/HZSM-5 catalysts modified by bulky aminoalkyl-substituted silyl compounds for the selective methane-to-benzene (MTB) reaction.
Kikuchi S, et al.
J. Catal., 242(2), 349-356 (2006)
Gilles H Goetz et al.
Molecular pharmaceutics, 14(2), 386-393 (2016-12-31)
EPSA is an experimental descriptor of molecular polarity obtained from chromatographic retention in supercritical fluid chromatography (SFC) systems, previously shown by Goetz et al. to correlate with passive permeability of cyclic peptides. The present study focuses on EPSA in relation
Synthesis and reactions of some new organometallic compounds: synthesis of triphenylsilylsulfinylamine.
Ahmed GA, et al.
Phosph. Sulfur Relat. Elem., 69(3-4), 253-255 (1992)
Cătălin Buiu et al.
Current computer-aided drug design, 10(3), 237-249 (2014-01-01)
Xanthine-based molecules such as serine protease dipeptidyl peptidase 4 (DPP4) inhibitors are compounds often used in improving glycemic control in type 2 diabetic patients and also used for their effects as mild stimulants and as bronchodilators, notably in treating asthma

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