(3aS,7aR)-Hexahydro-4beta,7beta-methanobenzotrithiole

Base Information

• Chemical Name: (3aS,7aR)-Hexahydro-4beta,7beta-methanobenzotrithiole
• CAS No.: 23657-27-4
• Molecular Formula: C7H10 S3
• Molecular Weight: 190.354
• Nikkaji Number: J991.299A
• Mol file: 23657-27-4.mol

Synonyms:(3aS,7aR)-Hexahydro-4beta,7beta-methanobenzotrithiole

Chemical Property of (3aS,7aR)-Hexahydro-4beta,7beta-methanobenzotrithiole

Chemical Property:

• Vapor Pressure: 0.000604mmHg at 25°C
• Refractive Index: 1.5410 (estimate)
• Boiling Point: 320.2°Cat760mmHg
• Flash Point: 162.2°C
• PSA: 75.90000
• Density: 1.435g/cm³
• LogP: 3.19670
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.99446384
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C3C2SSS3
• Isomeric SMILES: C1C[C@H]2C[C@@H]1[C@H]3[C@@H]2SSS3

Technology Process of (3aS,7aR)-Hexahydro-4beta,7beta-methanobenzotrithiole

There total 2 articles about (3aS,7aR)-Hexahydro-4beta,7beta-methanobenzotrithiole 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: 72.0%

norborn-2-ene (498-66-8) + 5--4-chloro-5H-1,2,3-dithiazole (180316-20-5) → exo-3,4,5-trithiatricyclo[5.2.1.02,6]decane (23657-27-4) + 2-cyano-1-phenylbenzimidazole

Guidance literature:

at 140 - 150 ℃; for 4h; sealed tube;

DOI:10.1016/0040-4039(96)00853-2

Reference yield:

norbornene (498-66-8) → (Z)-hex-3-ene-2,5-dione (17559-81-8) + 5-sulfinyl-hex-3c-en-2-one (28030-87-7) + exo-3,4,5-trithiatricyclo[5.2.1.02,6]decane (23657-27-4) + (1α,2β,4β,5α)-3-Thiatricyclo[3.2.1.02,4]octane (39558-58-2)

Guidance literature:

With C₆H₈O₂S (thioozonide); at 20 ℃; Further byproducts given;

DOI:10.1021/ja00270a058

Reference yield: 98.0%

exo-3,4,5-trithiatricyclo[5.2.1.02,6]decane (23657-27-4) + benzyl bromide (100-39-0) → (1S,2R,3S,4R)-2,3-Bis-benzylsulfanyl-bicyclo[2.2.1]heptane

Guidance literature:

exo-3,4,5-trithiatricyclo[5.2.1.0^2,6]decane; With lithium triethylborohydride; In tetrahydrofuran; at 65 ℃; for 1.5h;

benzyl bromide; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.07.161

upstream raw materials:

norbornene

norborn-2-ene

5--4-chloro-5H-1,2,3-dithiazole

Downstream raw materials:

Bicyclo<2.2.1>hepta-exo-cis-2,3-dithiol

Refernces