4-Iodotetrahydrothiopyran

Base Information

• Chemical Name: 4-Iodotetrahydrothiopyran
• CAS No.: 281204-90-8
• Molecular Formula: C₅H₉IS
• Molecular Weight: 228.097
• European Community (EC) Number: 886-585-0
• DSSTox Substance ID: DTXSID70594663
• Wikidata: Q82489571
• Mol file: 281204-90-8.mol

Synonyms:4-iodotetrahydrothiopyran;281204-90-8;4-iodothiane;4-iodotetrahydro-2H-thiopyran;Tetrahydro-4-iodo-2H-thiopyran;MFCD09025908;SCHEMBL1770706;DTXSID70594663;JVBIONNYIWEILC-UHFFFAOYSA-N;BS-28106;SY318977;DB-067876;CS-0045981;G37520;EN300-7367576

Chemical Property of 4-Iodotetrahydrothiopyran

Chemical Property:

• Vapor Pressure: 0.0433mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 246.1°Cat760mmHg
• Flash Point: 102.7°C
• Density: 1.79g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 227.94697
• Heavy Atom Count: 7
• Complexity: 50

Purity/Quality:

98%min ^*data from raw suppliers

4-IODOTETRAHYDROTHIOPYRAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSCCC1I

Technology Process of 4-Iodotetrahydrothiopyran

There total 2 articles about 4-Iodotetrahydrothiopyran 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: 75.0%

tetrahydrothiopyran-4-ol (29683-23-6) → 4-iodotetrahydro-2H-thiopyran (281204-90-8)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jacs.1c12649

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → 4-iodotetrahydro-2H-thiopyran (281204-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; sodium tetrahydroborate / 1 h / 0 - 20 °C

2: 1H-imidazole; triphenylphosphine; iodine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; methanol; sodium tetrahydroborate; iodine; triphenylphosphine; In dichloromethane;

Reference yield: 73.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-iodotetrahydro-2H-thiopyran (281204-90-8) → (tetrahydro-2H-thiopyran-4-yl)methanol (100277-27-8)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; N-ethyl-N,N-diisopropylamine; In water; acetonitrile; at 20 ℃; for 16h; Irradiation;

DOI:10.1039/d1sc03083c

upstream raw materials:

Tetrahydrothiopyran-4-one

tetrahydrothiopyran-4-ol

Downstream raw materials:

(tetrahydro-2H-thiopyran-4-yl)methanol

4-phenylthiane