1-Phenyltetrazole-5-thiol

Base Information

• Chemical Name: 1-Phenyltetrazole-5-thiol
• CAS No.: 86-93-1
• Deprecated CAS: 122546-70-7,1437-66-7,53741-94-9,69829-89-6,1437-66-7,53741-94-9,69829-89-6
• Molecular Formula: C7H6N4S
• Molecular Weight: 178.217
• Hs Code.: 29339990
• European Community (EC) Number: 201-710-5
• NSC Number: 67819,44916,24018
• UNII: 1PI3BD9U68
• DSSTox Substance ID: DTXSID1052589
• Nikkaji Number: J39.092E
• Wikidata: Q27149080
• Metabolomics Workbench ID: 127632
• ChEMBL ID: CHEMBL226652
• Mol file: 86-93-1.mol

Synonyms:1,2,3,4-Tetrazole-5-thiol,1-phenyl- (4CI);1H-Tetrazole-5-thiol, 1-phenyl- (8CI);2-Tetrazoline-5-thione,1-phenyl- (6CI,7CI);(1-Phenyltetrazol-5-yl)mercaptan;1-Phenyl-1H-tetrazol-5-thiol;1-Phenyl-1H-tetrazole-5-thione;1-Phenyl-2-tetrazoline-5-thione;1-Phenyl-5-mercapto-1,2,3,4-tetrazole;1-Phenyl-5-mercapto-1H-tetrazole;1-Phenyl-5-thio-1,2,3,4-tetrazole;1-Phenyl-5-thioxo-4,5-dihydrotetrazole;1-Phenyltetrazoline-5-thione;5-Mercapto-1-phenyl-1,2,3,4-tetrazole;5-Mercapto-1-phenyl-1H-tetrazole;5-Sulfanyl-1-phenyl-1H-tetrazole;NSC 24018;NSC 67819;

Chemical Property of 1-Phenyltetrazole-5-thiol

Chemical Property:

• Appearance/Colour: white fluffy or crystalline powder or crystals
• Vapor Pressure: 8.74E-05mmHg at 25°C
• Melting Point: 145 °C (dec.)(lit.)
• Refractive Index: 1.76
• Boiling Point: 241.669 °C at 760 mmHg
• PKA: -3.85±0.20(Predicted)
• Flash Point: 99.958 °C
• PSA: 82.40000
• Density: 1.463 g/cm³
• LogP: 0.95100
• Storage Temp.: Store at +15°C to +25°C.
• Sensitive.: Air Sensitive
• Solubility.: ethanol: soluble5%, clear, colorless to faintly yellow
• Water Solubility.: Soluble in 5% ethanol, water (partly), acetone, chloroform, and methanol.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.03131738
• Heavy Atom Count: 12
• Complexity: 210

Purity/Quality:

99.0% min ^*data from raw suppliers

1-Phenyl-1H-tetrazole-5-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,F
• Statements: 5-22-2017/5/22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Rings
• Canonical SMILES: C1=CC=C(C=C1)N2C(=S)N=NN2
• Uses: 1-Phenyl-1H-tetrazole-5-thiol is used as a corrosion inhibitor and as a reagent in the synthesis of Microcarpalide, a microfilament disrupting agent that is weakly cytotoxic to mammalian cells.

Technology Process of 1-Phenyltetrazole-5-thiol

There total 52 articles about 1-Phenyltetrazole-5-thiol 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: 93.7%

phenyl-dithiocarbamic acid; sodium salt (18418-42-3) → 1-Phenyl-1H-tetrazole-5-thiol (86-93-1)

Guidance literature:

phenyl-dithiocarbamic acid; sodium salt; With sodium azide; sodium carbonate; In water; at 92 ℃; for 10h; Large scale;

With sulfuric acid; In water; for 0.5h; pH=3; Reagent/catalyst; Temperature; pH-value; Large scale;

Reference yield: 92.0%

1-phenyl-4-(tetrahydro-2H-pyran-2-yl)-1H-tetrazole-5(4H)-thione → 1-Phenyl-1H-tetrazole-5-thiol (86-93-1)

Guidance literature:

With hydrogenchloride; In water; isopropyl alcohol; at 40 ℃;

DOI:10.1016/j.tetlet.2017.08.058

Reference yield: 92.0%

S,S-bis(1-phenyl-1H-tetrazol-5-yl) dithiocarbonate (32276-00-9) + 2-hydroxy-5-chloro-aniline (95-85-2) → 1-Phenyl-1H-tetrazole-5-thiol (86-93-1) + 5-chloro-2-benzoxazolinone (95-25-0)

Guidance literature:

In acetonitrile; for 12h;

upstream raw materials:

5-anilino-1,2,3,4-thiatriazole

methyl N-phenyldithiocarbamate

4,4'-diphenyl-1,4,1',4'-tetrahydro-1,1'-methanediyl-bis-tetrazolethione

4-Phenyl-3-thiosemicarbazide

Downstream raw materials:

5-methylsulfanyl-1-phenyl-1H-tetrazole

5,5'-dithiobis(1-phenyl-1H-tetrazole)

6-hydroxy-5-methyl-3-phenyl-6,7-dihydro-5H-tetrazolo[5,1-b][1,3]thiazinium; bromide

1-<1-phenyl-5(1H)-tetrazolylthio>propan-2-one

Refernces

• 1、 -. "Synthesis method of 1-phenyl-5-mercaptotetrazole". Paragraph 0016; 0019-0026. . Retrieved 2020/12/31.
• 2、 -. "Recycling method of 1-phenyl-5-hydroxytetrazole". Paragraph 0062; 0064-0065; 0068; 0070-0072; 0074-0075. . Retrieved 2020/01/12.