thian-4-one

• ChemBase ID: 34858
• Molecular Formular: C5H8OS
• Molecular Mass: 116.18142
• Monoisotopic Mass: 116.02958588
• SMILES: S1CCC(=O)CC1
• Canonical SMILES: O=C1CCSCC1
• InChI: InChI=1S/C5H8OS/c6-5-1-3-7-4-2-5/h1-4H2
• InChIKey: OVRJVKCZJCNSOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: thian-4-one
• IUPAC Traditional name: thian-4-one
• Synonyms: Tetrahydro-4H-thiopyran-4-one; Tetrahydro-4H-thiopyran-4-one; Thian-4-one; Tetrahydro-4H-thiopyran-4-one; dihydro-2H-thiopyran-4(3H)-one; Tetrahydrothiopyran-4-one; 4-Oxothiane; 4-Thiacyclohexanone; 四氢噻喃-4-酮; 四氢-4H-噻喃-4-酮

Database IDs

• CAS Number: 1072-72-6
• EC Number: 214-015-7
• MDL Number: MFCD00006660
• Beilstein Number: 106464
• PubChem SID: 160998165; 24849491
• PubChem CID: 66173

CALCULATED PROPERTIES

• Acid pKa: 18.934826
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.9989869
• LogD (pH = 7.4): 0.9989869
• Log P: 0.9989869
• Molar Refractivity: 31.4655 cm^3
• Polarizability: 12.347539 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 56 - 58°C; 60-64; 60-64 °C; 60-64 °C(lit.); 60-64°C; 60-64°C
• Hydrophobicity(logP): 0.316

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H319
• GHS Precautionary statements: P280-P264-P305+P351+P338-P337+P313
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (GC); 95%; 97%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C5H8OS

DETAILS

Sigma Aldrich - 155160

Application
Utilized in various condensation reactions for the preparation of dipeptides,1 spiroimidazolones,2 and tetrahydrocarbazoles3 and α-hydroxy esters.4
Packaging
1, 5 g in glass bottle

Sigma Aldrich - 87485

Other Notes
For the preparation of 4-methoxy-3,6-dihydro-2H-thiopyran, a new protecting reagent for alcohols1

REFERENCES

• Reagent for protection of hydroxyl groups via 4-methoxy-3,6-dihydro-3H-thiapyran: Chem. Commun., 766 (1972).