dodecahydrooxanthrene-4a,9a-diol

• ChemBase ID: 140130
• Molecular Formular: C12H20O4
• Molecular Mass: 228.2848
• Monoisotopic Mass: 228.13615912
• SMILES: C1CCC2(C(C1)OC1(CCCCC1O2)O)O
• Canonical SMILES: OC12CCCCC2OC2(C(O1)CCCC2)O
• InChI: InChI=1S/C12H20O4/c13-11-7-3-1-5-9(11)15-12(14)8-4-2-6-10(12)16-11/h9-10,13-14H,1-8H2
• InChIKey: OLLWHBLCQGPTMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dodecahydrooxanthrene-4a,9a-diol
• IUPAC Traditional name: decahydrooxanthrene-4a,9a-diol
• Synonyms: NSC 117392; Adipoin; 2-Hydroxycyclohexanone dimer; β-羟环己酮; 2-羟基环己酮二聚物

Database IDs

• CAS Number: 30282-14-5
• MDL Number: MFCD00151157
• PubChem SID: 24895163; 162234374
• PubChem CID: 4248421

CALCULATED PROPERTIES

• Acid pKa: 10.811638
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8982137
• LogD (pH = 7.4): 1.8980477
• Log P: 1.8982159
• Molar Refractivity: 57.4092 cm^3
• Polarizability: 23.321438 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 100-107 °C(lit.); 100-107°C
• Boiling Point: 83-86 °C/13 mmHg(lit.); 83-86°C/13mm
• Flash Point: 174.2 °F; 79 °C; 79°C(174°F)

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1325; UN1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 3; III
• Risk Statements: 11-36/37/38
• Safety Statements: 16-26-36; 16-26-37
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H228-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338; P210-P280G-P305+P351+P338
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 90+%
• Linear Formula: [HOC6H9(=O)]2

DETAILS

Sigma Aldrich - H24402

Packaging
5, 25 g in glass bottle
Application
Reactant involved in:
• Synthesis of substrated for tin tetrachloride mediated fragmentation to produce ynones and ynoates1
• Tandem oxidation coupling reactions with diamines2
• Asymmetric allylic alkylation of enolates3
• Formate reduction of allylic carbonates for polypropionate systems4