5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole

Base Information

• Chemical Name: 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole
• CAS No.: 2251-79-8
• Molecular Formula: C8H5F3N4
• Molecular Weight: 214.15
• Hs Code.: 2933990090
• Mol file: 2251-79-8.mol

Synonyms:1H-Tetrazole, 5-[4-(trifluoromethyl)phenyl]-;

Chemical Property of 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole

Chemical Property:

• Melting Point: 226 °C
• Boiling Point: 315.2 °C at 760 mmHg
• Flash Point: 144.4 °C
• PSA: 54.46000
• Density: 1.464 g/cm³
• LogP: 1.88550

Purity/Quality:

99% ^*data from raw suppliers

5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-[4-(Trifluoromethyl)phenyl]-1H-tetrazole

There total 9 articles about 5-[4-(Trifluoromethyl)phenyl]-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: 93.0%

4-CF3C6H4CN (455-18-5) → 5-(4-(trifluoromethyl)phenyl)-2H-tetrazole (2251-79-8)

Guidance literature:

4-CF₃C₆H₄CN; With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 10h;

With hydrogenchloride; In water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/ejoc.201100957

Reference yield: 93.0%

1-(4-methoxybenzyl)-5-[4-(trifluoromethyl)phenyl]-1H-tetrazole → 5-(4’-trifluoromethylphenyl)-1H-tetrazole (2251-79-8)

Guidance literature:

With 5 mol% Pd/C; ammonium formate; In water; isopropyl alcohol; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0039-1691734

Reference yield: 80.0%

4-trifluoromethylphenylboronic acid (128796-39-4) + dimethyl sulfoxide (67-68-5,8070-53-9) → 5-(4’-trifluoromethylphenyl)-1H-tetrazole (2251-79-8)

Guidance literature:

4-trifluoromethylphenylboronic acid; dimethyl sulfoxide; With C₃₇H₃₅N₂O₂PPd; ammonium bicarbonate; potassium hydroxide; In water; for 2h;

With sodium azide; In water; at 90 ℃; Catalytic behavior;

DOI:10.1021/acs.joc.6b02277

upstream raw materials:

4-CF₃C₆H₄CN

p-trifluoromethylphenyl bromide

4-Trifluoromethylbenzaldehyde

4-trifluoromethylphenylboronic acid

Downstream raw materials:

2-(4-methoxyphenyl)-5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazole

5-[(4-trifluoromethyl)phenyl]-2-vinyl-2H-tetrazole

5-[4-(trifluoromethyl)phenyl]-1-vinyl-1H-tetrazole

2-methyl-5-(4-(trifluoromethyl)phenyl)-1,3,4-oxadiazole

Refernces

• 1、 Tüllmann, Carl Phillip,Steiner, Sebastian,Knochel, Paul. "Preparation and reactions of (1 H-tetrazol-5-yl)zinc pivalates". . p. 2357 - 2363. Retrieved 2020/08/19.
• 2、 Treitler, Daniel S.,Leung, Simon,Lindrud, Mark. "Development and Demonstration of a Safer Protocol for the Synthesis of 5-Aryltetrazoles from Aryl Nitriles". . p. 460 - 467. Retrieved 2017/03/24.