3-phenyl-1,2,4,5-tetrazine

Base Information

• Chemical Name: 3-phenyl-1,2,4,5-tetrazine
• CAS No.: 36022-11-4
• Molecular Formula: C8H6N4
• Molecular Weight: 158.162
• Mol file: 36022-11-4.mol

Synonyms:3-phenyl-[1,2,4,5]tetrazine;BDOSMWXSWHOGDF-UHFFFAOYSA;InChI=1/C8H6N4/c1-2-4-7(5-3-1)8-11-9-6-10-12-8/h1-6H;

Chemical Property of 3-phenyl-1,2,4,5-tetrazine

Chemical Property:

• Vapor Pressure: 0.000184mmHg at 25°C
• Boiling Point: 339.1°C at 760 mmHg
• Flash Point: 163.4°C
• PSA: 51.56000
• Density: 1.239g/cm³
• LogP: 0.93360

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-phenyl-1,2,4,5-tetrazine

There total 7 articles about 3-phenyl-1,2,4,5-tetrazine 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: 65.0%

3-bromo-1,2,4,5-tetrazine + phenylboronic acid (98-80-6) → 3-phenyl-[1,2,4,5]tetrazine (36022-11-4)

Guidance literature:

With [1,1'-bis(di-para-(trifluoromethyl)phenylphosphino)ferrocene]dichloropalladium(II); silver carbonate; In acetonitrile; at 80 ℃; for 0.5h; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.1c01813

Reference yield: 57.0%

formamidine acetic acid (3473-63-0) + ethyl benzimidate hydrochloride (5333-86-8) → 3-phenyl-[1,2,4,5]tetrazine (36022-11-4)

Guidance literature:

formamidine acetic acid; ethyl benzimidate hydrochloride; With hydrazine hydrate; at 20 ℃; under 760.051 Torr;

With acetic acid; sodium nitrite; In water; at 0 ℃; for 1h; under 760.051 Torr;

DOI:10.1002/anie.201605271

Reference yield: 37.0%

formamidine acetic acid (3473-63-0) + benzimidic acid ethyl ester (825-60-5) → 3-phenyl-[1,2,4,5]tetrazine (36022-11-4)

Guidance literature:

formamidine acetic acid; benzimidic acid ethyl ester; With hydrazine hydrate; for 18h; Inert atmosphere;

With acetic acid; sodium nitrite; In water; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04113

upstream raw materials:

3-bromo-6-phenyl-1,2,4,5-tetrazine

3-phenyl-1,4-dihydro-1,2,4,5-tetrazine

methyl benzimidate hydrochloride

formamidine acetic acid

Downstream raw materials:

4-Butyl-3-phenyl-5-(trimethylsilyl)pyridazin

1-Methyl-9-phenyl-2,3,4,5-tetrahydro-1H-pyridazino[4,5-b]azepine

6-n-octylamino-3-phenyl-1,2,4,5-tetrazine

3-Phenyl-5-(trimethylsilyl)-4-<(trimethylsilyl)ethinyl>pyridazin