5-Styryl-1H-tetrazole

Base Information

• Chemical Name: 5-Styryl-1H-tetrazole
• CAS No.: 220429-71-0
• Molecular Formula: C₉H₈N₄
• Molecular Weight: 172.189
• DSSTox Substance ID: DTXSID20420988
• Nikkaji Number: J1.156.894G,J1.494.734E
• ChEMBL ID: CHEMBL403963
• Mol file: 220429-71-0.mol

Synonyms:5-Styryl-1H-tetrazole;220429-71-0;82701-51-7;5-styryl-2H-tetrazole;5-[(E)-2-phenylethenyl]-2H-tetrazole;5-styryl-2H-1,2,3,4-tetraazole;(E)-5-styryl-2H-tetrazole;5-(2-phenylethenyl)-1H-1,2,3,4-tetrazole;(e)-styryltetrazole;5-(beta-Styryl)-2H-1,2,3,4-tetrazole;5-[(E)-2-phenylethenyl]-2H-1,2,3,4-tetrazole;CHEMBL403963;SCHEMBL1774566;5-[(E)-Styryl]-1H-tetrazole;DTXSID20420988;VIA42971;CCG-48887;MFCD00276928;MFCD05662714;AKOS005069587;AKOS005169852;5-[(1E)-2-Phenylethenyl]-2H-tetrazole;5-STYRYL-1H-1,2,3,4-TETRAZOLE;5-( beta -Styryl)-2H-1,2,3,4-tetrazole;EN300-110483;5-[2-Phenylethenyl]-2H-tetraazole, AldrichCPR;11T-0832;J-501989;SR-01000638384-1;Z1431321796

Chemical Property of 5-Styryl-1H-tetrazole

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 172.074896272
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

5-(β-Styryl)-2H-1,2,3,4-tetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=NNN=N2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=NNN=N2

Technology Process of 5-Styryl-1H-tetrazole

There total 12 articles about 5-Styryl-1H-tetrazole 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%

cinnamic nitrile (1885-38-7) → (E)-5-(2-phenylethenyl)-1H-tetrazole (220429-71-0)

Guidance literature:

With diethylaluminium azide; In xylene; at 50 - 70 ℃; for 18h;

DOI:10.1002/anie.200701045

Reference yield: 84.0%

(E)-3-phenylpropenal (14371-10-9) → (E)-5-(2-phenylethenyl)-1H-tetrazole (220429-71-0)

Guidance literature:

(E)-3-phenylpropenal; With ammonia; iodine; In tetrahydrofuran; water; at 20 ℃; for 1h;

With sodium azide; zinc dibromide; In tetrahydrofuran; water; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; ethyl acetate; pH=1;

DOI:10.1016/j.ejmech.2011.12.007

Reference yield: 84.0%

cinnamic nitrile (1885-38-7) → 5-[(E)-2-phenylethenyl]-2H-tetrazole (220429-71-0)

Guidance literature:

With sodium azide; zinc dibromide; In water; isopropyl alcohol; for 24h; Reflux;

DOI:10.1021/acsmedchemlett.0c00030

upstream raw materials:

cinnamic nitrile

[(E)-2-bromoethenyl]benzene

cinnamonitrile

(E)-3-phenylpropenal

Downstream raw materials:

1-[(3-methylphenyl)sulfonyl]-5-[(E)-2-phenylethenyl]-1H-tetrazole

5-[(E)-2-phenylethenyl]-1-(phenylsulfonyl)-1H-tetrazole

1-[(4-methylphenyl)sulfonyl]-5-[(E)-2-phenylethenyl]-1H-tetrazole

Refernces

• 1、 Dudley, Joshua,Feinn, Liana,Defrancesco, Heather,Lindsay, Erica,Coca, Adiel,Roberts, Elizabeth Lewis. "Antibacterial assessment of heteroaryl, Vinyl, Benzyl, and Alkyl tetrazole compounds". . p. 550 - 555. Retrieved 2018/08/17.
• 2、 Tao, Chuanzhou,Wang, Bin,Sun, Lei,Yi, Jiuyin,Shi, Dahua,Wang, Jian,Liu, Weiwei. "Cu(NO3)2-catalysed direct synthesis of 5-substituted 1H-tetrazoles from alcohols or aldehydes". . p. 25 - 29. Retrieved 2017/02/15.