3,6-Dimethyl-3,6-dihydro-1,2,4,5-tetrazine

Base Information

• Chemical Name: 3,6-Dimethyl-3,6-dihydro-1,2,4,5-tetrazine
• CAS No.: 37454-64-1
• Molecular Formula: C4H8N4
• Molecular Weight: 112.1331
• DSSTox Substance ID: DTXSID60190895
• Mol file: 37454-64-1.mol

Synonyms:DTXSID60190895

Chemical Property of 3,6-Dimethyl-3,6-dihydro-1,2,4,5-tetrazine

Chemical Property:

• Vapor Pressure: 14.7mmHg at 25°C
• Boiling Point: 125.5°Cat760mmHg
• Flash Point: 20.7°C
• PSA: 49.44000
• Density: 1.31g/cm³
• LogP: -0.66120
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 112.074896272
• Heavy Atom Count: 8
• Complexity: 100

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1N=NC(N=N1)C

Technology Process of 3,6-Dimethyl-3,6-dihydro-1,2,4,5-tetrazine

There total 8 articles about 3,6-Dimethyl-3,6-dihydro-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: 5.0%

3,6-dimethyl-1,2,4,5-tetrazine (1558-23-2) + 3,4-Dihydro-6-methoxy-2-(pyrrolidin-1-yl)naphthalene (20915-80-4) → 3,6-dimethyl-1,4-dihydro-1,2,4,5-tetrazine (37454-64-1) + 8-Methoxy-1,4-dimethylbenzophthalazin (87892-14-6)

Guidance literature:

In diethylene glycol dimethyl ether; at 130 ℃; for 7h;

Reference yield:

acetamidine hydrochloride (124-42-5) → 3,6-dimethyl-1,4-dihydro-1,2,4,5-tetrazine (37454-64-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201305969

Reference yield:

3,6-dimethyl-1,2,4,5-tetrazine (1558-23-2) → 3,6-dimethyl-1,4-dihydro-1,2,4,5-tetrazine (37454-64-1)

Guidance literature:

With water; triethylphosphine; In tetrahydrofuran-d8; at 70 ℃; for 12h;

DOI:10.1002/chem.201600913

upstream raw materials:

acetonitrile

3,6-dimethyl-1,2,4,5-tetrazine

3,4-Dihydro-6-methoxy-2-(pyrrolidin-1-yl)naphthalene

acetamidine hydrochloride

Downstream raw materials:

3,6-dimethyl-1,2,4,5-tetrazine

Refernces

• 1、 Polezhaev, Alexander V.,Maciulis, Nicholas A.,Chen, Chun-Hsing,Pink, Maren,Lord, Richard L.,Caulton, Kenneth G.. "Tetrazine Assists Reduction of Water by Phosphines: Application in the Mitsunobu Reaction". supporting information. p. 13985 - 13998. Retrieved 2016/09/21.
• 2、 Neunhoeffer, Hans,Metz, Hans-Joachim. "Cycloaddition Reactions with Azabenzenes, XIV. - Synthesis of Benzocyclopentisoquinolines and Benzocyclopentisoquinolines (12-Azasteroids)". . p. 1476 - 1495. Retrieved 2007/10/02.