14309-25-2

Basic information

• Product Name: Trityl azide
• Synonyms: AZIDOTRIPHENYLMETHANE 95%;TRITYL AZIDE 95%;1,1',1''-(Azidomethylidyne)trisbenzene;AZIDOTRIPHENYLMETHANE;TIMTEC-BB SBB008024;TRIPHENYLMETHYL AZIDE;TRITYL AZIDE;1,1’,1’’-(azidomethylidyne)tris-benzen
• CAS NO: 14309-25-2
• Molecular Formula: C₁₉H₁₅N₃
• Molecular Weight: 285.34
• Mol File: 14309-25-2.mol
• Article Data: 26

Chemical Properties

• Melting Point: 61-62°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: Trityl azide(CAS DataBase Reference)
• NIST Chemistry Reference: Trityl azide(14309-25-2)
• EPA Substance Registry System: Trityl azide(14309-25-2)

Safety Data

• Statements: 2-11
• Safety Statements: 15-17-33
• RIDADR: 1325
• Hazardous Substances Data: 14309-25-2(Hazardous Substances Data)

Usage

Description

Trityl azide, also known as Triphenylmethyl Azide, is a chemical compound with the formula (C6H5)3CN3. It is a colorless, crystalline solid that is highly sensitive to shock and heat, making it a potentially hazardous material. Trityl azide is known for its use as a reagent in the synthesis of various chemical compounds, particularly azide compounds from corresponding amines.

Uses

Used in Chemical Synthesis:
Trityl azide is used as a reagent for the preparation of FSO2N3, which is utilized in the synthesis of azide compounds from corresponding amines. This application is particularly relevant in the field of organic chemistry, where azide compounds are important intermediates for the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
In addition to its use in chemical synthesis, trityl azide is also employed in research and development for the study of various chemical reactions and mechanisms. Its sensitivity to shock and heat makes it a valuable tool for understanding the behavior of azide compounds and their potential applications in various fields.
Used in Specialized Industries:
Trityl azide may also find applications in specialized industries, such as the defense and aerospace sectors, where its shock and heat sensitivity could be harnessed for specific purposes. However, due to its hazardous nature, the use of trityl azide in these industries would require strict safety measures and precautions.

InChI:InChI=1/C19H16N3/c20-22-21-19(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,20H/q+1

Upstream product

• 104933-75-7 triphenylmethylhydrazine 
• 76-83-5 trityl chloride 
• 1726-94-9 trityl isothiocyanate 
• 3695-77-0 triphenylmethanethiol 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 519-73-3 triphenylmethane 
• 18909-18-7 1-diphenylmethylene-4-trityl-2,5-cyclohexadiene 
• 119-61-9 benzophenone 
• 100-58-3 phenylmagnesium bromide 
• 93-99-2 benzoic acid phenyl ester 
• 596-31-6 methoxytriphenylmethane 
• 5824-40-8 Triphenylmethylamin 
• 71-43-2 benzene 

Downstream Products

• 574-45-8 N-(diphenylmethylidene)phenylamine 
• 861-67-6 N-(triphenylmethyl)-p-toluenesulfonamide 
• 28212-50-2 C₂₅H₂₁F₉NO₃P 
• 18909-18-7 1-diphenylmethylene-4-trityl-2,5-cyclohexadiene 
• 1447045-30-8 C₄₀H₄₆N₂P₂ 
• 1354564-59-2 [η5-1,2,4-(Me3C)3C5H2]2Th=NCPh3 
• 148234-76-8 1-trityl-1H-1,2,3-triazol-4-carbaldehyde 

Relevant articles and documents

Controlled synthesis of polyphosphazenes with chain-capping agents

N-alkyl phosphoranimines were synthesized via the Staudinger reaction of four different alkyl azides with tris(2,2,2-trifluoroethyl) phosphite. N-adamantyl, N-benzyl, N-t-butyl, and N-trityl phosphoranimines were thoroughly characterized and evaluated as

Molecular batteries based on carbon - Carbon bond formation and cleavage in titanium and vanadium Schiff base complexes

The reduction of titanium(III) and vanadium(III) salophen complexes led to the reductive coupling of imino groups in the ligands, and thus to the formation of C-C-bonded dimers which released electrons on subsequent cleavage of the C-C bond. On reduction

Facile Direct Coupling Reactions of MOM-protected Benzylic Alcohols Using Aluminum Chloride

MOM group is one of the most commonly used protecting groups for alcohols. This study describes novel direct functionalization of the MOM-protected benzylic alcohols. Preparation of allylic compounds from benzyl MOM ethers was successfully achieved by utilization of allyltrimethylsilane and AlCl3. In addition, direct azidation of benzyl MOM ethers using TMSN3 was successful carried out under AlCl3-mediated reaction conditions. These results demonstrate that this novel synthetic procedure is a promising approach to direct functionalization of MOM-protected alcohols including allylation and azidation.

Direct AlCl3-catalyzed transformation of benzyl THP ethers and allyl benzyl ethers

THP and allyl groups are frequently used for the protection of alcohols. In this study, novel direct transformations of benzyl THP ethers and allyl benzyl ethers, protected forms of alcohols, are reported. TMSN3 and AlCl3 were employ