3,6,9,12-tetraoxatetradecane-1,14-diol

• ChemBase ID: 77083
• Molecular Formular: C10H22O6
• Molecular Mass: 238.27808
• Monoisotopic Mass: 238.14163842
• SMILES: O(CCOCCOCCO)CCOCCO
• Canonical SMILES: OCCOCCOCCOCCOCCO
• InChI: InChI=1S/C10H22O6/c11-1-3-13-5-7-15-9-10-16-8-6-14-4-2-12/h11-12H,1-10H2
• InChIKey: JLFNLZLINWHATN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,6,9,12-tetraoxatetradecane-1,14-diol
• IUPAC Traditional name: pentaethylene glycol
• Synonyms: 3,6,9,12-Tetraoxatetradecane-1,14-diol; Pentaglycol; Pentaethylene glycol; Pentaethylene glycol; 3,6,9,12-Tetraoxatetradecane-1,14-diol; 3,6,9,12-四氧杂十四烷基-1,14-二醇; 戊乙二醇; 五甘醇

Database IDs

• CAS Number: 4792-15-8
• EC Number: 225-341-4
• MDL Number: MFCD00002878
• Beilstein Number: 1635593
• PubChem SID: 24886990; 24860343; 162041957
• PubChem CID: 62551

CALCULATED PROPERTIES

• Acid pKa: 14.820126
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.3965812
• LogD (pH = 7.4): -1.3965812
• Log P: -1.3965812
• Molar Refractivity: 58.7276 cm^3
• Polarizability: 23.282772 Å^3
• Polar Surface Area: 77.38 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 184 °C/2 mmHg(lit.); 184°C°C/2mm; 338-340°C
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.126; 1.126 g/mL at 25 °C(lit.)
• Refractive Index: 1.4620; n20/D 1.462(lit.); n20/D 1.463

Safety Information

• Storage Warning: Irritant/Hygroscopic
• RTECS: RZ2670000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36; 36/37/38
• Safety Statements: 26; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H319
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P264-P305+P351+P338-P337+P313
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97.0% (GC); 95+%; 98%; 98+%
• Grade: purum
• Impurities: ≤0.2% water
• Mol. Weight: average Mn 250
• Linear Formula: HO(CH2CH2O)5H

DETAILS

Sigma Aldrich - 335754

Packaging
25 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 76435

Application
Intermediate in the synthesis of cyclic and noncyclic polyethers, complexing agents and immobilized phase-transfer catalysts

REFERENCES

• Complexing solvent analogous to the crown-ethers (see Appendix 2). For a study of binding profiles as a function of chain length, see: J. Org. Chem., 48, 2837 (1983). Is 100x more effective as a catalyst for KOH-induced elimination reactions in benzene than Benzyltriethylammonium chloride, A13268: J. Org. Chem., 48, 195 (1983).