Hexaethylene Glycol Monomethyl Ether Chemical Properties

Boiling point:

167 °C / 1mmHg

Density 

1,08 g/cm³

refractive index 

1.4510-1.4550

storage temp. 

-20°C

form 

clear liquid

pka

14.36±0.10(Predicted)

color 

Colorless to Light yellow to Light orange

InChI

InChI=1S/C13H28O7/c1-15-4-5-17-8-9-19-12-13-20-11-10-18-7-6-16-3-2-14/h14H,2-13H2,1H3

InChIKey

FHHGCKHKTAJLOM-UHFFFAOYSA-N

SMILES

C(O)COCCOCCOCCOCCOCCOC

CAS DataBase Reference

23601-40-3

EPA Substance Registry System

2,5,8,11,14,17-Hexaoxanonadecan-19-ol (23601-40-3)

Safety Information

HS Code 

29094990

Hexaethylene Glycol Monomethyl Ether Usage And Synthesis

Description

m-PEG6-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

Definition

ChEBI: Hexaethylene glycol monomethyl ether is a hydroxypolyether. It is functionally related to a hexaethylene glycol.

reaction suitability

reagent type: cross-linking reagent

Synthesis

Under stirring conditions, 2-(2-(2-methoxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate (1.0 g, 3.14 mmol) was slowly added to triethylene glycol (2.10 mL, 15.7 mmol). Subsequently, potassium hydroxide (510 mg, 9.42 mmol) was ground into a fine powder and added to the reaction system. The reaction mixture was refluxed at 100 °C for 12 hours. After completion of the reaction, the reaction mixture was diluted with deionized water (50 mL) and extracted with dichloromethane. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to afford 2,5,8,11,14,17-hexaoxanonadecan-19-ol as a yellow oil in 69% yield.

IC 50

PEGs

References

[1] Journal of Organic Chemistry, 2006, vol. 71, # 20, p. 7499 - 7508
[2] Organic Letters, 2004, vol. 6, # 4, p. 469 - 472
[3] Patent: WO2015/143185, 2015, A1. Location in patent: Paragraph 00819
[4] Patent: WO2016/40891, 2016, A2. Location in patent: Paragraph 00316
[5] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 7, p. 2193 - 2198

Hexaethylene Glycol Monomethyl Ether(23601-40-3)Related Product Information

• 3,6,9,12,15,18-Hexaoxanonadecane-1-thiol
• m-PEG6-bromide
• [2-[2-[2-[2-(2-Methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
• M-PEG6-CHO
• C12E8
• NONAETHYLENE GLYCOL MONODODECYL ETHER
• Dicyclohexano-24-crown-8
• (+)-(18-CROWN-6)-2,3,11,12-TETRACARBOXYLIC ACID
• C18E6
• C10 E8
• C14E6
• C14E8
• C16 E8
• HEXAETHYLENE GLYCOL MONOHEXADECYL ETHER
• HEXAETHYLENE GLYCOL MONOMETHYL ETHER
• HEXAETHYLENE GLYCOL MONODECYL ETHER
• HEXAETHYLENE GLYCOL DIMETHYL ETHER
• HEXAETHYLENE GLYCOL MONODODECYL ETHER