5-(Methylthio)-1H-tetrazole

Base Information

• Chemical Name: 5-(Methylthio)-1H-tetrazole
• CAS No.: 29515-99-9
• Molecular Formula: C2H4N4S
• Molecular Weight: 116.147
• Hs Code.: 29339900
• NSC Number: 141852
• DSSTox Substance ID: DTXSID20183708
• Nikkaji Number: J260.993B
• Wikidata: Q63396453
• Mol file: 29515-99-9.mol

Synonyms:5-methylthiotetrazole;5-thiomethyltetrazole

Chemical Property of 5-(Methylthio)-1H-tetrazole

Chemical Property:

• Appearance/Colour: White crystals
• Vapor Pressure: 0.00169mmHg at 25°C
• Melting Point: 149-152 °C(lit.)
• Refractive Index: 1.599
• Boiling Point: 293.8 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 131.5 °C
• PSA: 79.76000
• Density: 1.48 g/cm³
• LogP: -0.07840
• Storage Temp.: Store at 0-5°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 116.01566732
• Heavy Atom Count: 7
• Complexity: 57.7

Purity/Quality:

99% ^*data from raw suppliers

5-(Methylthio)-1H-tetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-5
• Safety Statements: 26-36-15

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NNN=N1

Technology Process of 5-(Methylthio)-1H-tetrazole

There total 5 articles about 5-(Methylthio)-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: 97.0%

potassium thioacyanate (333-20-0) + methyl iodide (74-88-4) → 5-methylsulfanyl-1H-tetrazole (29515-99-9)

Guidance literature:

potassium thioacyanate; methyl iodide; In ethanol; at 40 ℃; for 6h;

With sodium azide; zinc(II) chloride; In ethanol; at 50 ℃; for 1.5h;

DOI:10.1134/S1070363217060305

Reference yield: 91.0%

methyl thiocyanate (556-64-9) → 5-methylsulfanyl-1H-tetrazole (29515-99-9)

Guidance literature:

With sodium azide; titanium(IV) dioxide; In N,N-dimethyl-formamide; at 110 ℃; for 20h; regiospecific reaction;

DOI:10.3184/174751914X14061217395813

Reference yield: 89.0%

methyl thiocyanate (556-64-9) → 5-(methylthio)-2H-tetrazole (29515-99-9)

Guidance literature:

With sodium azide; zinc dibromide; In water; for 24h; Heating;

DOI:10.1021/jo010635w

upstream raw materials:

methyl thiocyanate

potassium thioacyanate

methyl iodide

Downstream raw materials:

2-(methylthio)-5-phenyl-1,3,4-oxadiazole

1-(5-methylthio-2H-tetrazol-2-yl)-4-phenyl-2-butanone

1-(5-methylthio-1H-tetrazol-1-yl)-4-phenyl-2-butanone

5-Methylsulfanyl-1-(4-nitrophenyl)tetrazole

Refernces

• 1、 Myznikov,Vorona,Artamonova,Zevatskii, Yu. E.. "One-pot synthesis of 5-alkylsulfanyl-1H-tetrazoles from alkyl halides". . p. 1313 - 1316. Retrieved 2017/08/08.
• 2、 Demko, Zachary P.,Sharpless, K. Barry. "Preparation of 5-substituted 1H-tetrazoles from nitriles in water". . p. 7945 - 7950. Retrieved 2007/10/03.