PENTAETHYLENE GLYCOL MONOMETHYL ETHER Chemical Properties

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)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HS Code 

2909.49.6000

PENTAETHYLENE GLYCOL MONOMETHYL ETHER Usage And Synthesis

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

PENTAETHYLENE GLYCOL MONOMETHYL ETHER(23778-52-1)Related Product Information

• PENTAETHYLENE GLYCOL
• m-PEG5-bromide
• 2,5,8,11,14-pentaoxahexadecan-16-oic acid
• 2-[2-[2-[2-[2-(BENZYLOXY)ETHOXY]ETHOXY]ETHOXY]ETHOXY]ETHANOL
• PENTAETHYLENEHEXAMINE
• PENTAETHYLENE GLYCOL MONOHEXADECYL ETHER
• HEXAETHYLENE GLYCOL MONOHEXADECYL ETHER
• HEXAETHYLENE GLYCOL MONODECYL ETHER
• C14E6
• Dicyclohexano-24-crown-8
• (+)-(18-CROWN-6)-2,3,11,12-TETRACARBOXYLIC ACID
• HEPTAETHYLENE GLYCOL MONODODECYL ETHER
• POLYOXYETHYLENE 5 STEARYL ETHER
• C12E5
• Dicyclohexano-18-crown-6
• HEXAETHYLENE GLYCOL DIMETHYL ETHER
• HEXAETHYLENE GLYCOL MONODODECYL ETHER
• Hexaethylene glycol