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Sigma-Aldrich

Triphenylmethylamine

99%

Synonym(s):

Tritylamine

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About This Item

Linear Formula:
(C6H5)3CNH2
CAS Number:
5824-40-8
Molecular Weight:
259.34
Beilstein:
2113674
MDL number:
MFCD00008047
UNSPSC Code:
12352100
PubChem Substance ID:
24859510
NACRES:
NA.22

Assay

99%

form

solid

bp

223 °C/14 mmHg (lit.)

mp

102-104 °C (lit.)

SMILES string

NC(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C19H17N/c20-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H,20H2

InChI key

BZVJOYBTLHNRDW-UHFFFAOYSA-N

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General description

Reaction of triphenylmethylamine with borontrifluoride was studied.

Application

Triphenylmethylamine was used to prepare diamondoid porous organic salt. It was also used in preparation of N-tritylated β-aminoalcohols, useful building blocks in organic synthesis.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Atsushi Yamamoto et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(9), 3006-3016 (2013-01-12)
A diamondoid porous organic salt (d-POS) composed of 8-hydroxyquinoline-5-sulfonic acid (HQS) and triphenylmethylamine (TPMA) shows reversible structure contraction and expansion ("breathing") in response to guest desorption and adsorption. This flexible structure is designed hierarchically by utilizing two different types of
Tritylamine (triphenylmethylamine) in organic synthesis; II. The reaction of tritylamine with oxiranes-synthesis of N-trityl-? aminoalcohols.
Soroka M and Goldeman W.
ARKIVOC (Gainesville, FL, United States), 12, 31-37 (2003)
Reaction of triphenylmethylamines with boron trihalides.
Ronan RJ, et al.
Journal of the American Chemical Society, 93(25), 6811-6814 (1971)
Salvatore Debonis et al.
Journal of medicinal chemistry, 51(5), 1115-1125 (2008-02-13)
The human kinesin Eg5 is a potential drug target for cancer chemotherapy. Eg5 specific inhibitors cause cells to block in mitosis with a characteristic monoastral spindle phenotype. Prolonged metaphase block eventually leads to apoptotic cell death. S-trityl-L-cysteine (STLC) is a
Grant A McNaughton-Smith et al.
Journal of medicinal chemistry, 51(4), 976-982 (2008-02-01)
Sickle cell disease (SCD) is a hereditary condition characterized by deformation of red blood cells (RBCs). This phenomenon is due to the presence of abnormal hemoglobin that polymerizes upon deoxygenation. This effect is exacerbated when dehydrated RBCs experience a loss
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