1,4,7,10-tetraoxacyclododecane

• ChemBase ID: 75096
• Molecular Formular: C8H16O4
• Molecular Mass: 176.21024
• Monoisotopic Mass: 176.10485899
• SMILES: O1CCOCCOCCOCC1
• Canonical SMILES: O1CCOCCOCCOCC1
• InChI: InChI=1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2
• InChIKey: XQQZRZQVBFHBHL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4,7,10-tetraoxacyclododecane
• IUPAC Traditional name: EOCT
• Synonyms: 12-Crown-4-ether; 1,4,7,10-Tetraoxacyclododecane; 12-Crown-4; 12-crown-4, Lithium Ionophore V; 12-Crown-4; 1,4,7,10-四氧环十二烷; 12-冠醚-4; 12-冠-4醚

Database IDs

• CAS Number: 294-93-9
• EC Number: 206-036-5
• MDL Number: MFCD00005103
• Beilstein Number: 1363064
• PubChem SID: 162040014; 24856850; 24851661
• PubChem CID: 9269
• CHEBI ID: 32399
• Chemspider ID: 8912
• Wikipedia Title: 12-Crown-4

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): -0.18790203
• LogD (pH = 7.4): -0.18790203
• Log P: -0.18790203
• Molar Refractivity: 44.174 cm^3
• Polarizability: 17.57197 Å^3
• Polar Surface Area: 36.92 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 16 °C(lit.); 16 deg C; 17°C
• Boiling Point: 61-70 °C/0.5 mmHg(lit.); 61-70 deg C/0.5 mm Hg; 68-70°C/0.1mm
• Flash Point: >109°C(228°F); 113 °C; 113 deg C; 235.4 °F
• Density: 1.089 g/mL at 25 °C(lit.); 1.089 g/mL at 25 deg C; 1.108
• Refractive Index: 1.4620; n20/D 1.462; n20/D 1.463(lit.)

Safety Information

• Storage Warning: Air Sensitive
• RTECS: XF0550000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: UN2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: II
• Risk Statements: 26; 26-36/38-62
• Safety Statements: 26-28-36/37/39-45; 28-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H319-H330; H330-H315-H319-H361
• GHS Precautionary statements: P260-P284-P305 + P351 + P338-P310; P260-P304+P340-P305+P351+P338-P320-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C8H16O4

DETAILS

Sigma Aldrich - 194905

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 28122

Other Notes
Aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent1; Phase transfer catalyst, complexing-agent for lithium2,3

REFERENCES

• Crown ether suited to complexing lithium ions.