Trityl azide

Base Information

• Chemical Name: Trityl azide
• CAS No.: 14309-25-2
• Molecular Formula: C19H15 N3
• Molecular Weight: 285.348
• Hs Code.: 2929909090
• NSC Number: 206136,87890
• UNII: Q34F7F3CYB
• DSSTox Substance ID: DTXSID7065750
• Nikkaji Number: J421.914G
• Wikidata: Q72515528
• ChEMBL ID: CHEMBL1964618
• Mol file: 14309-25-2.mol

Synonyms:Trityl azide;14309-25-2;Triphenylmethyl azide;Benzene, 1,1',1''-(azidomethylidyne)tris-;[azido(diphenyl)methyl]benzene;Methane, azidotriphenyl-;Tritylazide;(azidodiphenylmethyl)benzene;(azidomethanetriyl)tribenzene;Q34F7F3CYB;NSC 206136;NSC-206136;Benzene,1',1''-(azidomethylidyne)tris-;Triphenylazido-methane;UNII-Q34F7F3CYB;LCZC2982;CHEMBL1964618;DTXSID7065750;NSC87890;MFCD00013835;NSC-87890;NSC206136;AKOS015839035;NSC--87890;AS-56420;NCI60_041945;1,1',1''-(Azidomethylidyne)tris[benzene];FT-0637053;4-(3-AMINO-PYRROLIDIN-1-YL)-PIPERIDINE-1-CARBOXYLICACIDTERT-BUTYLESTER

Chemical Property of Trityl azide

Chemical Property:

• Melting Point: 61-62°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.75000
• Density: g/cm³
• LogP: 4.74156
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 285.126597491
• Heavy Atom Count: 22
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

Trityl azide ^*data from reagent suppliers

Safty Information:

• Statements: 2-11
• Safety Statements: 15-17-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N=[N+]=[N-]
• Uses: Triphenylmethyl Azide is used in preparation of FSO2N3 as reagent for synthesis of Azide compounds from corresponding Amines.

Technology Process of Trityl azide

There total 25 articles about Trityl azide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Triphenylmethylamin (5824-40-8) → trityl azide (14309-25-2)

Guidance literature:

With dmap; 2-azido-1,3-dimethylimidazolin-1-ium hexafluorophosphate; In dichloromethane; at 50 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201001509

Reference yield: 99.0%

triphenylmethane (519-73-3) → trityl azide (14309-25-2)

Guidance literature:

With sodium azide; 1,10-Phenanthroline; 9-fluorenone; manganese(II) bromide tetrahydrate; lithium perchlorate; trifluoroacetic acid; potassium bromide; In acetic acid; acetonitrile; at 35 ℃; for 15h; Inert atmosphere; Electrolysis; Irradiation; Schlenk technique;

DOI:10.1021/jacs.0c08437

Reference yield: 98.0%

2,2,2-triphenylethanol (896-32-2) → trityl azide (14309-25-2)

Guidance literature:

With sodium azide; trifluoroacetic acid; In chloroform; 1.) -5 deg C, 10 min, 2.) -5 deg C, 3.5 h;

DOI:10.1002/(SICI)1521-3765(19990201)5:2<708::AID-CHEM708>3.0.CO;2-I

upstream raw materials:

triphenylmethyl alcohol

bromo-triphenyl-methane

triphenylmethylhydrazine

trityl chloride

Downstream raw materials:

N-(diphenylmethylidene)phenylamine

Triphenylmethylamin

Mo(NC(C₆H₅)3)Cl₄(C₄H₈O)

C₆F₄(BC₁₂F₈)2N₃^(1-)*(C₆H₅)3C⁽¹⁺⁾*CH₂Cl₂=(C₆H₅)3CC₆F₄(BC₁₂F₈)2N₃*CH₂Cl₂

Refernces

• 1、 Kuprat, Marcus,Schulz, Axel,Villinger, Alexander. "Arsa-diazonium salts with an arsenic-nitrogen triple bond". . p. 7126 - 7130. Retrieved 2013.
• 2、 Arcus,Mesley. "-". . p. 178,180. Retrieved 1953.
• 3、 Bui, Tien Tan,Kim, Hee-Kwon. "Direct AlCl3-catalyzed transformation of benzyl THP ethers and allyl benzyl ethers". . p. 388 - 397. Retrieved 2020/10/15.