1,4-dioxaspiro[4.5]decan-8-one

• ChemBase ID: 67714
• Molecular Formular: C8H12O3
• Molecular Mass: 156.17908
• Monoisotopic Mass: 156.07864424
• SMILES: O1CCOC21CCC(=O)CC2
• Canonical SMILES: O=C1CCC2(CC1)OCCO2
• InChI: InChI=1S/C8H12O3/c9-7-1-3-8(4-2-7)10-5-6-11-8/h1-6H2
• InChIKey: VKRKCBWIVLSRBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dioxaspiro[4.5]decan-8-one
• IUPAC Traditional name: 1,4-dioxaspiro[4.5]decan-8-one
• Synonyms: 1,4-Dioxaspiro[4.5]decan-8-one; 1,4-Dioxaspiro[4.5]decan-8-one; 1,4-Cyclohexanedione monoethylene acetal; 1,4-Cyclohexanedion monoethylene acetal; Cyclohexane-1,4-dione monoethylene ketal; Cyclohexane-1,4-dione monoethylene acetal; 1,4-Dioxaspiro[4.5]decan-8-one 99%; 1,4-二氧杂螺[4.5]癸烷-8-酮; 1,4-环己二酮单乙二醇缩酮

Database IDs

• CAS Number: 4746-97-8
• EC Number: 000-000-0
• MDL Number: MFCD00010214
• Beilstein Number: 117631
• PubChem SID: 24856612; 24857496; 162033449
• PubChem CID: 567415

CALCULATED PROPERTIES

• Acid pKa: 17.16136
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.56911683
• LogD (pH = 7.4): 0.56911683
• Log P: 0.56911683
• Molar Refractivity: 39.1384 cm^3
• Polarizability: 15.514404 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white crystal
• Melting Point: 70-73 °C; 70-73 °C(lit.); 70-74°C; 72-75°C; 74 - 76°C
• Hydrophobicity(logP): -0.596

Safety Information

• Storage Warning: IRRITANT; Irritant/Light Sensitive/Moisture Sensitive/Store under Argon; Moisture Sensitive
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (GC); 95%; 95+%; 97%; 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C8H12O3

DETAILS

Sigma Aldrich - 274879

Application
Used in a study of microwave-assisted reductive amination.1
Via a novel aromatization process, this bicyclic frame can be converted into a series of 5-alkoxytryptamine derivatives including serotonin, melatonin and bufotenin
Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 29090

Other Notes
Monoprotected 1,4-cyclohexanedione 1,2,3

REFERENCES

• Useful monoprotected form of the dione. For use in a 3 step synthesis of 1-azaadamantan-4-one, see: Synthesis, 1080 (1992).