Identification | Back Directory | [Name]
PENTAETHYLENE GLYCOL MONOMETHYL ETHER | [CAS]
23778-52-1 | [Synonyms]
MPEG-5 MPEG5-OH MPEG11-NH2 m-PEG5-alcohol Methyl-PEG5-alcohol 2,5,8,11,14,17,20,23 3,6,9,12,15-Pentaoxahexadecanol 3,6,9,12,15-pentaoxahexadecenol 3,6,9,12,15-Pentaoxahexadecan-1-ol 2,5,8,11,14-Pentaoxahexadecan-16-ol PENTAETHYLENE GLYCOL MONOMETHYL ETHER PentaethyleneGlycolMonomethylEther> POLYETHYLENEGLYCOLMONOMETHYLETHER(N=5) PENTAETHYLENE GLYCOL MONOMETHYL ETHER 96+% 2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethanol PENTAETHYLENE GLYCOL MONOMETHYL ETHER ISO 9001:2015 REACH 2,5,8,11,14,17,20,23,26,29,32-Undecaoxatetratriacontan-34-aMine | [EINECS(EC#)]
245-874-6 | [Molecular Formula]
C11H24O6 | [MDL Number]
MFCD00045995 | [MOL File]
23778-52-1.mol | [Molecular Weight]
252.3 |
Chemical Properties | Back Directory | [Boiling point ]
110 °C(Press: 0.01 Torr) | [density ]
1.08 | [refractive index ]
1.4480 to 1.4520 | [storage temp. ]
-20°C | [form ]
clear liquid | [pka]
14.36±0.10(Predicted) | [color ]
Colorless to Light yellow to Light orange | [InChI]
InChI=1S/C11H24O6/c1-13-4-5-15-8-9-17-11-10-16-7-6-14-3-2-12/h12H,2-11H2,1H3 | [InChIKey]
SLNYBUIEAMRFSZ-UHFFFAOYSA-N | [SMILES]
C(O)COCCOCCOCCOCCOC | [CAS DataBase Reference]
23778-52-1 | [EPA Substance Registry System]
2,5,8,11,14-Pentaoxahexadecan-16-ol (23778-52-1) |
Hazard Information | Back Directory | [Description]
m-PEG5-alcohol is a PEG linker containing a hydroxyl group. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The hydrophilic PEG spacer increases solubility in aqueous media. | [Uses]
Applications may include: bioconjugation, drug delivery, PEG hydrogel, crosslinker, and surface functionalization | [Synthesis]
The general procedure for the synthesis of pentaethylene glycol monomethyl ether from tetraethylene glycol truncated and 2-bromoethyl methyl ether was as follows: tetraethylene glycol (55 mmol, 10.7 g) was dissolved in 100 mL of tetrahydrofuran (THF), and potassium tert-butoxide (KOtBu, 55 mL, 1.0 M solution in THF) was added to this solution at room temperature. The resulting mixture was stirred at room temperature for 30 min, followed by the slow dropwise addition of 2-bromoethyl methyl ether (55 mmol, 5.17 mL, dissolved in 50 mL THF). The reaction mixture was stirred overnight at room temperature and then extracted with 300 mL of water and 3 x 300 mL of dichloromethane. The organic phases were combined and dried over anhydrous sodium sulfate (Na2SO4). The desiccant was removed by filtration and after evaporation of the solvent, the crude product was purified using silica gel column chromatography (eluent ratio CH2Cl2:CH3OH = 60:140:1) to afford pure pentaethylene glycol monomethyl ether (35% yield).1H NMR (CDCl3) δ 3.75-3.42 (m, 20H, OCH2CH2O), 3.39 (s, 3H MeO). | [IC 50]
PEGs | [References]
[1] Patent: US2005/136031, 2005, A1. Location in patent: Page/Page column 25 |
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