9-Thiabicyclo[6.1.0]nonane

Base Information

• Chemical Name: 9-Thiabicyclo[6.1.0]nonane
• CAS No.: 286-63-5
• Molecular Formula: C₈H₁₄S
• Molecular Weight: 142.265
• DSSTox Substance ID: DTXSID80951268
• Nikkaji Number: J110.628G
• Mol file: 286-63-5.mol

Synonyms:9-Thiabicyclo[6.1.0]nonane;286-63-5;Cyclooctene, sulfide;2,3-Hexanothiirane;Cyclooctane, 1,2-epithio-;SCHEMBL3075445;DTXSID80951268

Chemical Property of 9-Thiabicyclo[6.1.0]nonane

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 142.08162162
• Heavy Atom Count: 9
• Complexity: 88.7

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCCC2C(S2)CC1

Technology Process of 9-Thiabicyclo[6.1.0]nonane

There total 4 articles about 9-Thiabicyclo[6.1.0]nonane 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: 95.0%

Cyclooctene oxide (286-62-4) → cyclooctene episulfide (286-63-5,113477-87-5)

Guidance literature:

With ammonium cerium(IV) nitrate; ammonium thiocyanate; In tert-butyl alcohol; for 8h; Heating;

DOI:10.1055/s-1996-4307

Reference yield: 31.0%

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) → cyclooctene episulfide (286-63-5,113477-87-5)

Guidance literature:

With 3,3,7,8-tetramethyl-9,10-dioxa-11-thiatricyclo<6.2.1.0^1,6>undec-6-en-5-one; In chloroform-d1; for 2h; Ambient temperature;

DOI:10.1039/CC9960000177

Reference yield:

C13H27SSi(1+)*BF4(1-) → cyclooctene episulfide (286-63-5,113477-87-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -78 - -40 ℃; for 2h;

DOI:10.1002/chem.202003461

upstream raw materials:

Cyclooctene oxide

cis-Cyclooctene

Refernces

• 1、 Hassanzadeh, Shadi,Eisavi, Ronak,Abbasian, Mojtaba. "Green synthesis of thiiranes from epoxides catalyzed by magnetically separable CuFe2O4/Mg(OH)2 nanocomposite in water under benign conditions". . p. 240 - 255. Retrieved 2019/01/30.
• 2、 Eisavi, Ronak,Zeynizadeh, Behzad. "A green protocol for rapid and efficient conversion of epoxides to thiiranes using alumina immobilized thiourea at solvent-free conditions". . p. 65 - 69. Retrieved 2016/01/25.