Tetramethylenetetrazole

Base Information

• Chemical Name: Tetramethylenetetrazole
• CAS No.: 7465-48-7
• Molecular Formula: C5H8N4
• Molecular Weight: 124.1438
• Hs Code.: 2933990090
• NSC Number: 403766
• UNII: CD7WJR77JZ
• DSSTox Substance ID: DTXSID10225626
• Nikkaji Number: J15.027D
• Wikidata: Q83104674
• Mol file: 7465-48-7.mol

Synonyms:Tetramethylenetetrazole;7465-48-7;5,6,7,8-Tetrahydrotetrazolo[1,5-a]pyridine;Tetrazole, (1,4-butanediyl)-;5,6,7,8-Tetrahydrotetrazolo(1,5-a)pyridine;Tetrazolo(1,5-a)pyridine, 5,6,7,8-tetrahydro-;CD7WJR77JZ;NSC 403766;BRN 0130526;NSC-403766;4-26-00-01711 (Beilstein Handbook Reference);Tetrazolo[1,5-a]pyridine, 5,6,7,8-tetrahydro-;NSC403766;UNII-CD7WJR77JZ;Tetrazole,4-butanediyl)-;WLN: T56 ANNNN&TJ;SCHEMBL2211329;DTXSID10225626;AKOS006277075;Tetrazolo[1, 5,6,7,8-tetrahydro-;5,7,8-Tetrahydrotetrazolo[1,5-a]pyridine;LS-149231;5,6,7,8-tetrahydro-4H-tetrazolo[1,5-a]pyridine;5,6,7,8-Tetrahydrotetraazolo[1,5-a]pyridine #;5H,6H,7H,8H-[1,2,3,4]TETRAZOLO[1,5-A]PYRIDINE

Chemical Property of Tetramethylenetetrazole

Chemical Property:

• Vapor Pressure: 0.000115mmHg at 25°C
• Boiling Point: 336°Cat760mmHg
• Flash Point: 157°C
• PSA: 43.60000
• Density: 1.53g/cm³
• LogP: 0.00940
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 124.074896272
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

97% ^*data from raw suppliers

5,6,7,8-TETRAHYDROTETRAZOLO-(1,5-A)PYRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN2C(=NN=N2)C1

Technology Process of Tetramethylenetetrazole

There total 7 articles about Tetramethylenetetrazole 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%

5-azidopentanenitrile (21994-41-2) → Tetramethylenetetrazole (7465-48-7)

Guidance literature:

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

DOI:10.1021/ol703071c

Reference yield: 90.0%

cyclopentanone (120-92-3) → Tetramethylenetetrazole (7465-48-7)

Guidance literature:

With aluminium trichloride; sodium azide; at 50 ℃; for 0.166667h;

DOI:10.1081/SCC-200054219

Reference yield: 71.0%

5-aminopentanoic acid (660-88-8) → Tetramethylenetetrazole (7465-48-7)

Guidance literature:

With trimethylsilylazide; trichlorophosphate; In acetonitrile; at 180 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1002/ejoc.201600317

upstream raw materials:

tetrazolo[1,5-a]pyridine

5-azidopentanenitrile

cyclopentanone

5-aminopentanoic acid

Downstream raw materials:

N-(but-3-en-1-yl)cyanamide

acetic acid phenyl-(5,6,7,8-tetrahydro-tetrazolo[1,5-a]pyridin-8-yl)-methyl ester

8-benzylidene-5,6,7,8-tetrahydro-tetrazolo[1,5-a]pyridine