Trimethylenetetrazol

Base Information

• Chemical Name: Trimethylenetetrazol
• CAS No.: 5817-87-8
• Molecular Formula: C4H6N4
• Molecular Weight: 110.118
• European Community (EC) Number: 654-118-8
• NSC Number: 404685,122381
• UNII: ZA29CWT8TM
• DSSTox Substance ID: DTXSID10206899
• Nikkaji Number: J110.397K
• Wikidata: Q83080769
• Mol file: 5817-87-8.mol

Synonyms:Trimethylenetetrazol;Trimethylenetetrazole;1,5-Trimethylenetetrazole;5817-87-8;1, 5-Trimethylenetetrazole;6,7-Dihydro-5H-pyrrolotetrazole;ZA29CWT8TM;6,7-dihydro-5H-pyrrolo[2,1-e]tetrazole;6,7-Dihydro-5H-pyrrolo(1,2-d)tetraazole;5H-Pyrrolotetrazole, 6,7-dihydro-;UNII-ZA29CWT8TM;NSC122381;NSC 122381;1,5-Trimethylene-1H-tetrazole;6,7-dihydro-5H-pyrrolo[1,2-d][1,2,3,4]tetraazole;NSC-122381;NSC-404685;5H-Pyrrolotetrazole,7-dihydro-;6,7-Dihydro-5H-pyrrolo[1,2-d]tetraazole;SCHEMBL2212322;DTXSID10206899;JQVQJNCRSPEZAV-UHFFFAOYSA-N;NSC404685;AKOS024319160;6,7-Dihydro-[1,2-e]-5H-pyrrolotetrazole;6,7-Dihydro-5H-pyrrolo[1,2-d]tetraazole #

Chemical Property of Trimethylenetetrazol

Chemical Property:

• Vapor Pressure: 0.000278mmHg at 25°C
• Boiling Point: 322.5°Cat760mmHg
• Flash Point: 148.9°C
• PSA: 43.60000
• Density: 1.7g/cm³
• LogP: -0.38070
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 110.059246208
• Heavy Atom Count: 8
• Complexity: 94

Purity/Quality:

97% ^*data from raw suppliers

6,7-DIHYDRO-5H-PYRROLO[1,2-D][1,2,3,4]TETRAAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=NN=NN2C1

Technology Process of Trimethylenetetrazol

There total 3 articles about Trimethylenetetrazol 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: 99.0%

4-azidobutanenitrile (21994-40-1) → Trimethylenetetrazole (5817-87-8)

Guidance literature:

With boron trifluoride diethyl etherate; In nitromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol703071c

Reference yield:

pyrrolidin-2-thione (2295-35-4) + methyl iodide (74-88-4) → Trimethylenetetrazole (5817-87-8)

Guidance literature:

und Behandeln des Reaktionsprodukts mit HN₃;

DOI:10.1021/ja01526a056

Reference yield:

→ Trimethylenetetrazole (5817-87-8)

Guidance literature:

2-Metoxy-Δ¹-pyrrolin;

upstream raw materials:

pyrrolidin-2-thione

methyl iodide

4-azidobutanenitrile

Downstream raw materials:

ethene

N-cyanomethanimine

Refernces

• 1、 Hanessian, Stephen,Simard, Daniel,Deschenes-Simard, Benoit,Chenel, Caroline,Haak, Edgar. "Proximity-assisted cycloaddition reactions - Facile Lewis acid-mediated synthesis of diversely functionalized bicyclic tetrazoles". body text. p. 1381 - 1384. Retrieved 2009/04/18.