4471-22-1

Basic information

• Product Name: N-(TRIPHENYLMETHYL)ANILINE
• Synonyms: N-(TRIPHENYLMETHYL)ANILINE;N-TRITYLANILINE;TIMTEC-BB SBB007995;Benzenamine, N-(triphenylmethyl)-;Methylamine, N,1,1,1-tetraphenyl-;N-Phenyl-N-tritylamine;Phenyltriphenylmethylamine;N-(Triphenylmethyl)aniline,94%
• CAS NO: 4471-22-1
• Molecular Formula: C₂₅H₂₁N
• Molecular Weight: 335.44
• Mol File: 4471-22-1.mol
• Article Data: 9

Chemical Properties

• Melting Point: 148-149 °C
• Boiling Point: 467 °C at 760 mmHg
• Flash Point: 249.2 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 6.74E-09mmHg at 25°C
• Refractive Index: 1.653
• PKA: 2.45±0.50(Predicted)
• CAS DataBase Reference: N-(TRIPHENYLMETHYL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(TRIPHENYLMETHYL)ANILINE(4471-22-1)
• EPA Substance Registry System: N-(TRIPHENYLMETHYL)ANILINE(4471-22-1)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 4471-22-1(Hazardous Substances Data)

Usage

Description

N-(TRIPHENYLMETHYL)ANILINE, also known as triphenylmethylaniline, is a chemical compound that serves as a reagent in organic synthesis. It is a triphenylmethyl derivative of aniline, characterized by the strong electron-withdrawing triphenylmethyl group. N-(TRIPHENYLMETHYL)ANILINE is recognized for its ability to act as a nucleophile in organic reactions, making it a valuable building block in the synthesis of various pharmaceuticals and organic compounds. N-(TRIPHENYLMETHYL)ANILINE is a yellowish to brown solid at room temperature, soluble in organic solvents such as ethanol and acetone, and requires careful handling with proper safety protocols in laboratory settings.

Uses

Used in Pharmaceutical Synthesis:
N-(TRIPHENYLMETHYL)ANILINE is used as a building block for the synthesis of various pharmaceuticals due to its nucleophilic properties in organic reactions, contributing to the development of new drugs and medicinal compounds.
Used in Organic Compound Synthesis:
N-(TRIPHENYLMETHYL)ANILINE is utilized as a key component in the synthesis of a range of organic compounds, taking advantage of its reactivity and electron-withdrawing characteristics to form diverse molecular structures.
Used in Dye and Pigment Production:
N-(TRIPHENYLMETHYL)ANILINE is used as an intermediate in the production of dyes and pigments, playing a crucial role in the creation of colorants for various industries, including textiles, plastics, and printing inks.
Used in Research and Development:
In academic and industrial research settings, N-(TRIPHENYLMETHYL)ANILINE is employed as a reagent to explore new chemical reactions and investigate the properties of novel compounds, furthering scientific knowledge and innovation in the field of organic chemistry.

InChI:InChI=1/C25H21N/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)26-24-19-11-4-12-20-24/h1-20,26H

Upstream product

• 60-29-7 diethyl ether 
• 2216-49-1 triphenylmethyl radical 
• 62-53-3 aniline 
• 78646-25-0 4-dimethylamino-1-N-(triphenylmethyl)pyridinium chloride 
• 76-84-6 triphenylmethyl alcohol 
• 80538-48-3 N-ethoxy-benzimidic acid ethyl ester 
• 591-51-5 phenyllithium 
• 5824-40-8 Triphenylmethylamin 
• 596-43-0 bromo-triphenyl-methane 
• 4903-36-0 N-phenyl-benzimidoyl chloride 
• 574-45-8 N-(diphenylmethylidene)phenylamine 
• 64-19-7 acetic acid 
• 76-83-5 trityl chloride 
• 24488-76-4 phenylcalcium iodide 

Downstream Products

• 519-73-3 triphenylmethane 
• 22948-06-7 4-tritylaniline 
• 1208241-39-7 tetramethyl 4’,4’’,4’’’,4’’’’-methanetetrayltetrabiphenyl-4-carboxylate 
• 630-76-2 tetraphenylmethane 
• 105309-59-9 tetrakis(4-bromophenyl)methane 
• 38089-03-1 2-(4-methoxyphenyl)aniline 
• 38089-02-0 3'-methoxy-[1,1'-biphenyl]-2-amine 
• 1360569-91-0 4-methoxy-2-(naphthaken-2-yl)aniline 
• 1204-43-9 2-(4-methylphenyl)aniline 
• 73818-73-2 3'-methyl-2-aminobiphenyl 
• 90-41-5 2-phenylaniline 
• 1283747-61-4 2-amino-2'-deuteriobiphenyl 
• 76-84-6 triphenylmethyl alcohol 
• 142-04-1 aniline hydrochloride 

Relevant articles and documents

Zinc Chloride Mediated Nucleophilic Substitution: Amination and Thioetherification of Alcohols at Room Temperature

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Temporal control in tritylation reactions through light-driven variation in chloride ion binding catalysis-a proof of concept

Tripodal triazole-linked azo(hetero)arene-based photoswitchable catalysts T1-5 have been designed, synthesized and optimized for the tritylation reaction of benzylamine (BzNH2). The tritylation reaction rates/yields achieved by light induced isomerization are compared between the native and photoswitched states of the catalyst T1. This concept of controlling the tritylation reaction rates with light has also been extended to additional substrates. The critical role of the triazole C-H?Cl- interactions has been confirmed by a combination of spectroscopic, calorimetric and computational studies. Also, the effect of variation in the binding affinities between the native and photoswitched states of the catalyst at room temperature in the temporal control of the catalysis has been demonstrated. This journal is

Transition-metal-free direct arylation of anilines

Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition-metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal-mediated processes. Copyright