triphenylmethanamine

• ChemBase ID: 151406
• Molecular Formular: C19H17N
• Molecular Mass: 259.34498
• Monoisotopic Mass: 259.13609955
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)N
• Canonical SMILES: NC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: 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
• InChIKey: BZVJOYBTLHNRDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenylmethanamine
• IUPAC Traditional name: triphenylmethanamine
• Synonyms: Tritylamine; Triphenylmethylamine; Triphenylmethylamine; Tritylamine; triphenylmethanamine; α,α-Diphenylbenzenemethanamine; Aminotriphenylmethane; NSC 1154; Triphenylmethanamine; Triphenylmethylamine; 三苯基甲胺; 三苯甲胺; 三甲苯基胺

Database IDs

• CAS Number: 5824-40-8
• MDL Number: MFCD00008047
• Beilstein Number: 2113674
• PubChem SID: 162245560; 24859510; 24889784
• PubChem CID: 138598

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.767307
• LogD (pH = 7.4): 3.3120546
• Log P: 4.531496
• Molar Refractivity: 84.969 cm^3
• Polarizability: 33.034218 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 100-104°C; 102-104 °C; 102-104 °C(lit.); 102-104°C
• Boiling Point: 223 °C/14 mmHg(lit.); 223°C/14mm
• Hydrophobicity(logP): 3.88

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Air Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (NT); 95%; 98%; 99%
• Grade: purum
• Linear Formula: (C6H5)3CNH2

DETAILS

Sigma Aldrich - 325430

Packaging
5 g in glass bottle

Sigma Aldrich - 93075

Other Notes
Synthetic equivalent of ammonia in organic synthesis; synthesis of 1-(tritylamino)alkyl phosphonic esters via N-trityl-imines1

Toronto Research Chemicals - T808960

Triphenylmethylamine is a trityl derivative that is structurally related to Clotrimazole (C587400). Triphenylmethylamine is used in the preparation of trityl-cysteine analogs as inhibitors of human mitotic kinesin. Triphenylmethylamine is also used as a f

REFERENCES

• Gnedin, E.V. et al.: Plast. Mas., 4, 79 (1989)
• DeBonis, S. J. Med. Chem., 51, 1115 (1989)
• Matsuura, Y. et al.: Biochem. Pharmacol., 41, 1949 (1989)
• Protected form of ammonia: the trityl group is removable by strong acid. For use in the synthesis of 1-aminoalkanephosphonic esters or acids, see: Synthesis, 370 (1988):