4-Hydroxy-2,5-dimethylthiophen-3(2H)-one

Base Information

• Chemical Name: 4-Hydroxy-2,5-dimethylthiophen-3(2H)-one
• CAS No.: 26494-10-0
• Molecular Formula: C6H8 O2 S
• Molecular Weight: 144.194
• Hs Code.: 2934999090
• European Community (EC) Number: 247-742-3
• UNII: E9814L6CJM
• DSSTox Substance ID: DTXSID00949364
• Nikkaji Number: J248.954F
• Wikidata: Q27277043
• Mol file: 26494-10-0.mol

Synonyms:4-Hydroxy-2,5-dimethylthiophen-3(2H)-one;26494-10-0;3(2H)-Thiophenone, 4-hydroxy-2,5-dimethyl-;EINECS 247-742-3;UNII-E9814L6CJM;E9814L6CJM;4-hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one;4-Hydroxy-2,5-dimethyl-2,3-dihydrothiophenone-3;C6H8O2S;SCHEMBL3656471;DTXSID00949364;LMGFTFOLCQQHHC-UHFFFAOYSA-N;C6-H8-O2-S;2,5-dimethyl-4-hydroxy-3(2h)-thiophenone;4-hydroxy-2,5-dimethyl-3(2H)-thiophenone;2,5-dimethyl-4-hydroxy-3-oxo-2,3-dihydrothiophene;2,5-DIMETHYL-4,5-DIHYDROTHIOPHEN-3-OL-4-ONE;Q27277043

Chemical Property of 4-Hydroxy-2,5-dimethylthiophen-3(2H)-one

Chemical Property:

• Vapor Pressure: 0.00326mmHg at 25°C
• Boiling Point: 251.3°Cat760mmHg
• Flash Point: 105.8°C
• PSA: 62.60000
• Density: 1.299g/cm³
• LogP: 1.48030
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 144.02450067
• Heavy Atom Count: 9
• Complexity: 184

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=O)C(=C(S1)C)O

Technology Process of 4-Hydroxy-2,5-dimethylthiophen-3(2H)-one

There total 5 articles about 4-Hydroxy-2,5-dimethylthiophen-3(2H)-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:

2,5-bisacetoxyhexane-3,4-dione (111480-79-6) → 4-hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one (26494-10-0)

Guidance literature:

With sodium sulfide; In ethanol; for 12h; Yield given; Ambient temperature;

DOI:10.1021/jf960456t

Reference yield:

2,5-dibromo-3,4-hexanedione (39081-91-9) → 4-hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one (26494-10-0)

Guidance literature:

With sodium sulfide; Aliquat 336; In dichloromethane; water; at 20 ℃; for 2h;

DOI:10.3390/12081623

Reference yield:

3-hexyn-2,5-diol (3031-66-1) → 4-hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one (26494-10-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 4 h / Heating

2: aq. NaHCO₃, MgSO₄, KMnO₄ / acetone / 2 h / 25 °C

3: Na₂S / ethanol / 12 h / Ambient temperature

With pyridine; sodium sulfide; potassium permanganate; sodium hydrogencarbonate; magnesium sulfate; In ethanol; acetone;

DOI:10.1021/jf960456t

upstream raw materials:

2,5-bisacetoxyhexane-3,4-dione

2,5-dibromo-3,4-hexanedione

3-hexyn-2,5-diol

meso-2,5-Diacetoxy-3-hexin