1,4-Oxathiane-2,6-dione

Base Information

• Chemical Name: 1,4-Oxathiane-2,6-dione
• CAS No.: 3261-87-8
• Molecular Formula: C4H4O3S
• Molecular Weight: 132.14
• Hs Code.: 2934999090
• European Community (EC) Number: 608-761-6
• NSC Number: 147625
• DSSTox Substance ID: DTXSID30186306
• Nikkaji Number: J76.418C
• Wikidata: Q83057556
• Mol file: 3261-87-8.mol

Synonyms:1,4-Oxathiane-2,6-dione;Thiodiglycolic anhydride;3261-87-8;NSC147625;1-Oxa-4-thia-cyclohexan-2,6-dione;NSC 147625;C4H4O3S;SCHEMBL2527775;1,4-Oxathiane-2,6-dione #;DTXSID30186306;STR03033;Thiodiglycolic anhydride, AldrichCPR;MFCD00051689;AKOS008988060;CS-W013418;NSC-147625;FT-0634751;EN300-18625;H10798;A821340

Chemical Property of 1,4-Oxathiane-2,6-dione

Chemical Property:

• Appearance/Colour: off-white
• Vapor Pressure: 7.86E-05mmHg at 25°C
• Melting Point: 94-97 °C
• Refractive Index: 1.545
• Boiling Point: 341.8 ºC at 760 mmHg
• Flash Point: 190.5 ºC
• PSA: 68.67000
• Density: 1.468 g/cm³
• LogP: -0.19700
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: DMSO, Methanol (Sparingly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 131.98811516
• Heavy Atom Count: 8
• Complexity: 117

Purity/Quality:

99%min ^*data from raw suppliers

Thiodiglycolic Anhydride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 20/21/22-34-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)OC(=O)CS1
• Uses: Thiodiglycolic Anhydride is used as a reagent in the synthesis of positively charged compounds as SERT inhibitors useful in the treatment of central nervous system (CNS) disorders.

Technology Process of 1,4-Oxathiane-2,6-dione

There total 5 articles about 1,4-Oxathiane-2,6-dione 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: 98.7%

thiodiacetic acid (123-93-3) → 1,4-oxathiane-2,6-dione (3261-87-8)

Guidance literature:

With acetic anhydride; at 65 ℃; for 4h;

Reference yield: 98.0%

thiodiacetic acid (123-93-3) + trifluoroacetic anhydride (407-25-0) → 1,4-oxathiane-2,6-dione (3261-87-8)

Guidance literature:

at 55 - 65 ℃; for 2.75h; Temperature;

Reference yield: 87.0%

thiodiacetic acid (123-93-3) + acetic anhydride (108-24-7) → 1,4-oxathiane-2,6-dione (3261-87-8)

Guidance literature:

for 3h; Heating;

DOI:10.1248/cpb.50.558

upstream raw materials:

thiodiacetic acid

acetyl chloride

acetic anhydride

trifluoroacetic anhydride

Downstream raw materials:

thioglycolic acid monoanilide

2-((benzothiazol-2-yl)methylthio)acetic acid

thiodiglycollic acid monomethylester

1-[2-Oxo-3-(triphenyl-λ⁵-phosphanylidene)-propylsulfanyl]-3-(triphenyl-λ⁵-phosphanylidene)-propan-2-one

Refernces

• 1、 Li, Ya-Mei,Liu, Chuan-Feng,Luan, Tian,Zhang, Yu. "Design and Synthesis of Novel Oleanolic Acid-Linked Disulfide, Thioether, or Selenium Ether Moieties as Potent Cytotoxic Agents". . . Retrieved 2022/03/02.
• 2、 -. "Anti-tumor prodrug with P-glycoprotein inhibition function and preparation method". Paragraph 0051; 0053. . Retrieved 2018/07/30.