1,4-Dithiaspiro[4.5]decan-8-one

Base Information

• Chemical Name: 1,4-Dithiaspiro[4.5]decan-8-one
• CAS No.: 54531-74-7
• Molecular Formula: C₈H₁₂OS₂
• Molecular Weight: 188.315
• DSSTox Substance ID: DTXSID30475202
• Nikkaji Number: J700.765E
• Wikidata: Q82305509
• Mol file: 54531-74-7.mol

Synonyms:1,4-dithiaspiro[4.5]decan-8-one;54531-74-7;SCHEMBL4514727;DTXSID30475202;QNSQPJVENZHPMB-UHFFFAOYSA-N;1,4-dithiaspiro[4.5]decan-8-on;1,4-dithia-spiro[4.5]decan-8-one;FT-0733767

Chemical Property of 1,4-Dithiaspiro[4.5]decan-8-one

Chemical Property:

• PSA: 67.67000
• LogP: 2.30580
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 188.03295735
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

95% ^*data from raw suppliers

1,4-DITHIASPIRO[4.5]DECAN-8-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CCC1=O)SCCS2

Technology Process of 1,4-Dithiaspiro[4.5]decan-8-one

There total 7 articles about 1,4-Dithiaspiro[4.5]decan-8-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: 100.0%

4,4-<1,2-ethanediylbis(thio)>cyclohexanol (22428-86-0) → 4,4-<1,2-ethanediylbis(thio)>cyclohexanone (54531-74-7)

Guidance literature:

With phosphoric acid; dicyclohexyl-carbodiimide; In dimethyl sulfoxide; benzene; for 3h;

DOI:10.1021/jo00204a003

Reference yield: 25.5%

ethane-1,2-dithiol (540-63-6) + 1,4-Cyclohexanedione (637-88-7) → 4,4-<1,2-ethanediylbis(thio)>cyclohexanone (54531-74-7)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; Heating;

Reference yield:

4,4-<1,2-ethanediylbis(thio)>cyclohexyl benzoate (54531-77-0) → 4,4-<1,2-ethanediylbis(thio)>cyclohexanone (54531-74-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. KOH / methanol / 3 h / Heating

2: 100 percent / 99percent dicyclohexylcarbodiimide, H₃PO₄ / dimethylsulfoxide; benzene / 3 h

With potassium hydroxide; phosphoric acid; dicyclohexyl-carbodiimide; In methanol; dimethyl sulfoxide; benzene;

DOI:10.1021/jo00204a003

upstream raw materials:

4,4-<1,2-ethanediylbis(thio)>cyclohexanol

ethane-1,2-dithiol

1,4-Cyclohexanedione

4-hydroxy-1-methoxy-1-cyclohexene

Downstream raw materials:

[1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-methoxy-phenyl)-ethyl]-(1,4-dithia-spiro[4.5]dec-8-ylidene)-amine

2-(3-bromo-4-triisopropylsilanyloxy-phenyl)-1-(3-hydroxy-phenyl)-2-(5-hydroxy-2-tritylsulfanyl-phenylsulfanyl)-ethanone

Refernces

• 1、 Frigerio, Marco,Santagostino, Marco,Sputore, Simona,Palmisano, Giovanni. "Oxidation of Alcohols with o-Iodobenzoic Acid (IBX) in DMSO: A New Insight into an Old Hypervalent Iodine Reagent". . p. 7272 - 7276. Retrieved 2007/10/03.
• 2、 Bell, Vivien L.,Holmes, Andrew B.,Hsu, Shih-Ying,Mock, Graham A.,Raphael, Ralph A.. "Studies on the Synthesis of Aphidicolin. The Diels-Alder Route to Spirocyclic Intermediates". . p. 1507 - 1514. Retrieved 2007/10/02.