1,3-Oxathiolan-2-one

Base Information

• Chemical Name: 1,3-Oxathiolan-2-one
• CAS No.: 3326-89-4
• Molecular Formula: C3H4O2S
• Molecular Weight: 104.13
• Hs Code.: 2934999090
• NSC Number: 56813,25761
• UNII: DD7J9EO5EA
• DSSTox Substance ID: DTXSID4062981
• Nikkaji Number: J421.673C
• Wikidata: Q81990400
• Mol file: 3326-89-4.mol

Synonyms:1,3-Oxathiolan-2-one;3326-89-4;[1,3]-OXATHIOLAN-2-ONE;2-Oxathiolone;Ethylene monothiocarbonate;NSC 56813;DD7J9EO5EA;Ethanol, 2-mercapto-, cyclic carbonate;NSC 25761;NSC-25761;NSC-56813;AI3-25353;Ethanol, cyclic carbonate;UNII-DD7J9EO5EA;SCHEMBL2014763;DTXSID4062981;NSC25761;NSC56813;MFCD06797711;AKOS006285024;EN300-190268

Chemical Property of 1,3-Oxathiolan-2-one

Chemical Property:

• Vapor Pressure: 3.5mmHg at 25°C
• Boiling Point: 152.4°Cat760mmHg
• Flash Point: 68°C
• PSA: 51.60000
• Density: 1.374g/cm³
• LogP: 0.86980
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 103.99320054
• Heavy Atom Count: 6
• Complexity: 71.2

Purity/Quality:

99% ^*data from raw suppliers

1,3-Oxathiolan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=O)O1
• Uses: 1,3-Oxathiolan-2-one is a reagent used in the synthesis of oxazolidin-2-one analogues in methicillin resistant Staphylococcus aureus strains. Also used in the synthesis of biodegradable linear polymers which degrade slectively in reducing environments for pharmaceutical application.

Technology Process of 1,3-Oxathiolan-2-one

There total 5 articles about 1,3-Oxathiolan-2-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: 21.0%

2-ethoxy-1,3-oxathiolane (65225-58-3) → [1,3]oxathiolan-2-one (3326-89-4) + 1,3-oxathiolane (2094-97-5) + S-ethyl thioformate (21071-39-6) + diethyl thiocarbonate (3554-12-9) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With di-tert-butyl peroxide; In chlorobenzene; at 130 ℃; for 4h; Mechanism; Product distribution; other initiator; other temperature; other time;

Reference yield:

C24H18O10S3 + thiophenol (108-98-5) → [1,3]oxathiolan-2-one (3326-89-4) + 7-hydroxy-2H-chromen-2-one (93-35-6) + diphenyldisulfane (882-33-7)

Guidance literature:

In dimethylsulfoxide-d6; d⁽⁴⁾-methanol; Solvent;

DOI:10.1039/d0cc00613k

Reference yield:

C24H18O10S3 + thiophenol (108-98-5) → [1,3]oxathiolan-2-one (3326-89-4) + 7-hydroxy-2H-chromen-2-one (93-35-6) + C18H14O5S2

Guidance literature:

In acetonitrile;

DOI:10.1039/d0cc00613k

upstream raw materials:

2-ethoxy-1,3-oxathiolane

C₄₀H₃₉N₃O₆PS₂⁽¹⁺⁾

thiophenol

Downstream raw materials:

1-(N-benzylamino)-2-propanethiol

1-Cyclohexylamino-propane-2-thiol

2-decylamino ethanethiol

Benzylcarbamidsaeure-(2-mercapto-aethylester)

Refernces

• 1、 Lee, Min Hee,Lee, Jae-Hong,Kim, Jong Seung,Han, Ji Hye,Kang, Chulhun,Choi, Hyo Gil. "Mitochondrial thioredoxin-responding off-on fluorescent probe". supporting information. p. 17314 - 17319,6. Retrieved 2020/09/02.