1-Phenyl-5-methyltetrazole

Base Information

• Chemical Name: 1-Phenyl-5-methyltetrazole
• CAS No.: 14213-16-2
• Molecular Formula: C8H8 N4
• Molecular Weight: 160.178
• NSC Number: 23235
• UNII: 0I4K9S59N8
• DSSTox Substance ID: DTXSID60931361
• Nikkaji Number: J2.158.147J
• Wikidata: Q82906922
• Mol file: 14213-16-2.mol

Synonyms:5-Methyl-1-phenyl-1H-tetrazole;1-Phenyl-5-methyltetrazole;1H-Tetrazole, 5-methyl-1-phenyl-;5-methyl-1-phenyltetrazole;14213-16-2;TT-21;NSC 23235;2-Phenyl-5-methyltetrazole;BRN 0130926;0I4K9S59N8;NSC-23235;5-26-11-00080 (Beilstein Handbook Reference);NSC23235;UNII-0I4K9S59N8;SCHEMBL2736476;1-Phenyl-5-methyl-1H-tetrazole;DTXSID60931361;STK113979;AKOS003598595;CCG-354038;LS-149174

Chemical Property of 1-Phenyl-5-methyltetrazole

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 160.074896272
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=NN1C2=CC=CC=C2

Technology Process of 1-Phenyl-5-methyltetrazole

There total 25 articles about 1-Phenyl-5-methyltetrazole 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: 97.0%

(E)-1-phenylethanone oxime (10341-75-0) → 5-methyl-1-phenyl-1H-tetrazole (14213-16-2)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 16h; stereospecific reaction; Reflux;

DOI:10.1016/j.tetlet.2019.04.014

Reference yield: 95.0%

C9H11NO3S (80053-74-3) → 5-methyl-1-phenyl-1H-tetrazole (14213-16-2) + 1-methyl-5-phenyltetrazole (20743-50-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 24h; Heating;

DOI:10.1246/bcsj.58.2419

Reference yield: 90.0%

(E)-N-(1-(1H-benzo[d][1,2,3]triazol-1-yl)ethylidene)aniline (161768-52-1) → 5-methyl-1-phenyl-1H-tetrazole (14213-16-2)

Guidance literature:

With sodium azide; trifluoroacetic acid; tetrabutylammomium bromide; In dichloromethane; water; at 20 ℃; for 0.5h;

DOI:10.1055/s-2007-966001

upstream raw materials:

1-ethoxy-1,1-diazido-ethane

aniline

acetophenone

(1-phenylethylidene)(benzoyloxy)amine

Downstream raw materials:

(1-phenyl-1H-tetrazol-5-yl)-acetic acid

1-ethyl-5-methyl-4-phenyl-tetrazolium; iodide

(1-phenyl-1H-tetrazol-5-yl)-pyruvic acid ethyl ester

1-benzyl-5-phenyl-1H-tetrazole

Refernces

• 1、 Gaponik, P. N.,Grigor'ev, Yu. V.,Karavai, V. P.. "AMIDINES IN THE SYNTHESIS OF TETRAZOLES". . p. 477 - 478. Retrieved 1985.
• 2、 Duchamp, Edouard,Simard, Benoit Deschênes,Hanessian, Stephen. "Reductive Fragmentation of Tetrazoles: Mechanistic Insights and Applications toward the Stereocontrolled Synthesis of 2,6-Polysubstituted Morpholines". supporting information. p. 6593 - 6596. Retrieved 2019/09/30.
• 3、 Gaydou, Morgane,Echavarren, Antonio M.. "Gold-catalyzed synthesis of tetrazoles from alkynes by Ci￡ C bond cleavage". supporting information. p. 13468 - 13471. Retrieved 2014/01/06.