3-Sulfanyloxolan-2-one

Base Information

• Chemical Name: 3-Sulfanyloxolan-2-one
• CAS No.: 14032-62-3
• Molecular Formula: C4H6 O2 S
• Molecular Weight: 118.156
• Hs Code.: 2932209090
• European Community (EC) Number: 690-914-1
• UNII: W1N413MV5E
• DSSTox Substance ID: DTXSID50930762
• Nikkaji Number: J81.707D
• Wikidata: Q27292193
• Mol file: 14032-62-3.mol

Synonyms:3-sulfanyloxolan-2-one;14032-62-3;butyrolactonethiol;3-mercaptodihydrofuran-2(3H)-one;2(3H)-Furanone, dihydro-3-mercapto-;W1N413MV5E;UNII-W1N413MV5E;3-sulfanyltetrahydrofuran-2-one;Butyric acid, 4-hydroxy-2-mercapto-, gamma-lactone;SPIERA;SCHEMBL874698;3-mercapto-dihydrofuran-2-one;BUTYROLACTONETHIOL [INCI];DTXSID50930762;alpha-Mercapto-gamma-butyrolactone;SUWCVSZZLFOSJL-UHFFFAOYSA-N;3-MERCAPTOTETRAHYDROFURAN-2-ONE;3-Mercapto-4,5-dihydrofuran-2(3H)-one;(+/-)-3-MERCAPTOTETRAHYDROFURAN-2-ONE;.ALPHA.-MERCAPTO-.GAMMA.-BUTYROLACTONE;EN300-251553;3-MERCAPTOTETRAHYDROFURAN-2-ONE, (+/-)-;A851865;Butyric acid, 4-hydroxy-2-mercapto-, .gamma.-lactone;Q27292193

Chemical Property of 3-Sulfanyloxolan-2-one

Chemical Property:

• Vapor Pressure: 0.00425mmHg at 25°C
• Boiling Point: 278.5°C at 760 mmHg
• Flash Point: 219.8°C
• PSA: 65.10000
• Density: 1.25g/cm³
• LogP: 0.23170
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 118.00885060
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Sulfanyloxolan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(=O)C1S
• Uses: 3-sulfanyloxolan-2-one (cas# 14032-62-3) can be used for a hair treatment method using wave-formation accelerating agent.

Technology Process of 3-Sulfanyloxolan-2-one

There total 6 articles about 3-Sulfanyloxolan-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: 87.0%

S-(2-oxotetrahydro-3-furanyl) ethanethioate (14222-41-4) → (S)-α-mercapto-y-butyrolactone + 2-mercapto-γ-butyrolactone (14032-62-3)

Guidance literature:

With trifluoroacetic acid; In 1,4-dioxane; methanol; toluene;

Reference yield: 72.0%

α-bromo-γ-butyrolactone (5061-21-2) → 2-mercapto-γ-butyrolactone (14032-62-3)

Guidance literature:

With hydrogenchloride; sodium sulfide; In 1,2-dimethoxyethane; water; at 10 ℃; for 0.366667h; under 750.075 Torr; pH=7.5 - 8.9; Product distribution / selectivity;

Reference yield: 40.0%

S-(2-oxotetrahydro-3-furanyl) ethanethioate (14222-41-4) → 2-mercapto-γ-butyrolactone (14032-62-3)

Guidance literature:

With p-toluidine; In benzene; for 3h; Heating;

DOI:10.1002/anie.200454245

upstream raw materials:

α-bromo-γ-butyrolactone

S-(2-oxotetrahydro-3-furanyl) ethanethioate

methanol

Downstream raw materials:

(E)-α-(2-furylmethylene)-γ-butyrolactone

α-(3-phenyl-2-propenylidene)-γ-butyrolactone

16α,17α-(R-Butylidenedioxy)-6α,9α-difluoro-11β-hydroxy-21-(2-oxo-tetrahydro-furan-3-yl-sulfanyl)-pregn-4-ene-3,20-dione

(4aS,4bR,5S,6aS,6bS,9aR,10aS,10bS,12S)-8-Benzyl-4b,12-difluoro-5-hydroxy-4a,6a-dimethyl-2-oxo-2,4b,5,6,6a,7,8,9,9a,10,10a,10b,11,12-tetradecahydro-4aH-8-aza-pentaleno[2,1-a]phenanthrene-6b-carbothioic acid S-(2-oxo-tetrahydro-furan-3-yl) ester

Refernces

• 1、 Lopp, John M.,Schmidt, Valerie A.. "Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols". supporting information. p. 8031 - 8036. Retrieved 2019/10/19.
• 2、 -. "ALKYLENE CARBONATE DILUTION, ALKYLENE CARBONATE FOR PREPARING THE DILUTION, AND AQUEOUS REDUCING CHEMICAL AGENT". Page/Page column 4. . Retrieved 2008/12/05.