14-Thioxo-dispiro[5.1.5.1]tetradecan-7-one

Base Information

• Chemical Name: 14-Thioxo-dispiro[5.1.5.1]tetradecan-7-one
• CAS No.: 22502-48-3
• Molecular Formula: C14H20OS
• Molecular Weight: 236.378
• DSSTox Substance ID: DTXSID80376371
• Wikidata: Q82165317
• Mol file: 22502-48-3.mol

Synonyms:14-Thioxo-dispiro[5.1.5.1]tetradecan-7-one;22502-48-3;14-sulfanylidenedispiro[5.1.58.16]tetradecan-7-one;Dispiro[5.1.5.1]tetradecan-7-one,14-thioxo-;DTXSID80376371;FT-0607241

Chemical Property of 14-Thioxo-dispiro[5.1.5.1]tetradecan-7-one

Chemical Property:

• Vapor Pressure: 3.24E-06mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 387.7 °C at 760 mmHg
• Flash Point: 188.3 °C
• PSA: 49.16000
• Density: 1.14 g/cm³
• LogP: 3.84000
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 236.12348643
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

98%min ^*data from raw suppliers

14-THIOXO-DISPIRO[5.1.5.1]TETRADECAN-7-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)C(=O)C3(C2=S)CCCCC3

Technology Process of 14-Thioxo-dispiro[5.1.5.1]tetradecan-7-one

There total 4 articles about 14-Thioxo-dispiro[5.1.5.1]tetradecan-7-one 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: 70.0%

dispiro[5.1.5.1]tetradecane-7,14-dione (950-21-0) → 1,4-thioxodispiro[5.1.58.16]tetradecan-7-one (22502-48-3)

Guidance literature:

With tetraphosphorus decasulfide; In pyridine; for 2h; Heating;

DOI:10.1021/jo00172a008

Reference yield: 51.0%

dispiro[5.1.5.1]tetradecane-7,14-dione (950-21-0) → 1,4-thioxodispiro[5.1.58.16]tetradecan-7-one (22502-48-3) + Dispiro<5.1.5.1>tetradecane-7,14-dithione (22502-49-4)

Guidance literature:

With hydrogenchloride; hydrogen sulfide; zinc(II) chloride; In methanol; ethanol;

DOI:10.1021/jo00387a007

Reference yield: 32.0%

Dispiro<5.1.5.1>tetradecane-7,14-dithione (22502-49-4) → 1,4-thioxodispiro[5.1.58.16]tetradecan-7-one (22502-48-3) + C14H20OS2 (93097-96-2)

Guidance literature:

With triphenyl phosphite; ozone; Yield given. Multistep reaction; 1.) methylenechloride, -80 deg C 2.) room temperature, 2 h;

upstream raw materials:

dispiro[5.1.5.1]tetradecane-7,14-dione

Dispiro<5.1.5.1>tetradecane-7,14-dithione

Downstream raw materials:

methyl cyclohexylcarboxylate

3-Cyclohexyl-2-thia-spiro[3.5]nonan-1-one

15-Methoxy-14-oxa-dispiro[5.1.5.2]pentadecane-7-thione

3-Cyclohexylidene-2-oxa-spiro[3.5]nonane-1-thione

Refernces

• 1、 Freund, Wolfgang,Huenig, Siegfried. "Multistep Reversible Redox Systems. 48. 1,3-Bisquinone Methide Cyclobutanes and Related Bicyclobutanes: Syntheses and Redox Properties". . p. 2154 - 2161. Retrieved 2007/10/02.
• 2、 Sundari, B.,Ramamurthy, V.. "Oxidation of 1,3-Cyclobutanedithiones and 3-Thio-1,3-cyclobutanediones by Singlet Oxygen". . p. 498 - 501. Retrieved 2007/10/02.