Dithiane diol

Base Information

• Chemical Name: Dithiane diol
• CAS No.: 16096-98-3
• Molecular Formula: C4H8 O2 S2
• Molecular Weight: 152.238
• Hs Code.: 2934999090
• European Community (EC) Number: 238-047-6
• UNII: 3OED5PX4AN
• DSSTox Substance ID: DTXSID301307973
• Nikkaji Number: J37.430J
• Wikidata: Q27096280
• Metabolomics Workbench ID: 52307
• Mol file: 16096-98-3.mol

Synonyms:(4S,5S)-4,5-dihydroxy-1,2-dithiane;4,5-dihydroxy-1,2-dithiane;trans-4,5-dihydroxy-1,2-dithiane

Chemical Property of Dithiane diol

Chemical Property:

• Vapor Pressure: 0.000333mmHg at 25°C
• Melting Point: 113-115 °C
• Boiling Point: 284.9°Cat760mmHg
• PKA: 13.28±0.40(Predicted)
• Flash Point: 139°C
• PSA: 91.06000
• Density: 1.531g/cm³
• LogP: 0.10320
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 151.99657184
• Heavy Atom Count: 8
• Complexity: 68.4

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(CSS1)O)O
• Isomeric SMILES: C1[C@@H]([C@H](CSS1)O)O

Technology Process of Dithiane diol

There total 21 articles about Dithiane diol 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%

1,4-dithio-D,L-threitol (27565-41-9) + bis (1-methyl-(1H)-tetrazol-5-yl)-disulfide (62671-38-9) → trans-1,2-dithiane-4,5-diol (16096-98-3,37031-12-2,40227-25-6,74185-01-6,86023-22-5,89825-28-5,14193-38-5)

Guidance literature:

In chloroform-d1; Product distribution; other thiols, var. solvents;

DOI:10.1021/jo00215a045

Reference yield: 96.0%

1,4-dithio-D,L-threitol (27565-41-9) → trans-1,2-dithiane-4,5-diol (16096-98-3,37031-12-2,40227-25-6,74185-01-6,86023-22-5,89825-28-5,14193-38-5)

Guidance literature:

In dimethyl sulfoxide; at 110 ℃; for 3h;

DOI:10.1055/s-2002-31959

Reference yield: 94.0%

D,L-dithiothreitol (3483-12-3,6892-68-8,7634-42-6,16096-97-2,27565-41-9,35454-97-8) → trans-1,2-dithiane-4,5-diol (16096-98-3,37031-12-2,40227-25-6,74185-01-6,86023-22-5,89825-28-5,14193-38-5)

Guidance literature:

With water; bromine; silica gel; In dichloromethane;

DOI:10.1016/S0040-4039(02)01220-0

upstream raw materials:

1,4-dithio-D,L-threitol

Thioctic acid

bis(2-hydroxyethyl) disulfide

1,2-dimethyl-3,8-dioxo-1,2,5,6-diazadithiocane

Downstream raw materials:

1,4-dithio-D,L-threitol

bis(2-hydroxyethyl) disulfide

1,4-dithio-L-threitol

Refernces

• 1、 Sauer, Caroline S.,K?ckenberger, Johannes,Heinrich, Markus R.. "Oxidative Formation of Disulfide Bonds by a Chemiluminescent 1,2-Dioxetane under Mild Conditions". . p. 9331 - 9338. Retrieved 2020/08/14.
• 2、 Fujii, Kazuki,Mitsudo, Koichi,Mandai, Hiroki,Suga, Seiji. "Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l-1,2-Diols with Chiral Nucleophilic Catalysts". supporting information. p. 2778 - 2788. Retrieved 2017/08/23.