Pentaethylene glycol monododecyl ether

Pentaethylene glycol monododecyl ether^[1]
Names
	IUPAC name 2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethanol
	Other names Dodecylpentaglycol; Laureth-5
Identifiers
CAS Number	3055-95-6 ;
3D model (JSmol)	Interactive image;
Abbreviations	C12E5
ChEBI	CHEBI:91323 ;
ChemSpider	17268 ;
ECHA InfoCard	100.019.348
PubChem CID	18281;
UNII	Q9F4A7XYE8 ;
CompTox Dashboard (EPA)	DTXSID1058632 ;
	InChI InChI=1S/C22H46O6/c1-2-3-4-5-6-7-8-9-10-11-13-24-15-17-26-19-21-28-22-20-27-18-16-25-14-12-23/h23H,2-22H2,1H3 Key: LAPRIVJANDLWOK-UHFFFAOYSA-N ; InChI=1/C22H46O6/c1-2-3-4-5-6-7-8-9-10-11-13-24-15-17-26-19-21-28-22-20-27-18-16-25-14-12-23/h23H,2-22H2,1H3 Key: LAPRIVJANDLWOK-UHFFFAOYAV;
	SMILES O(CCO)CCOCCOCCOCCOCCCCCCCCCCCC;
Properties
Chemical formula	C22H46O6
Molar mass	406.59704
Density	0.963 g/mL at 20 °C
	Surface tension:
CMC	7×10−5 M at 25 °C.
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pentaethylene glycol monododecyl ether (C12E5) is a nonionic surfactant formed by the ethoxylation of dodecanol (lauryl alcohol) to give a material with 5 repeat units of ethylene glycol.

Multilamellar vesicle formation

The lamellar phase at 40wt% of C12E5 dissolved in D₂O form multilamellar vesicles under shear rate.^[3]

References

^ Pentaethylene glycol monododecyl ether at Sigma-Aldrich
^ Kyoko Shinzawa-ltoh; Hidefumi Ueda; Shinya Yoshikawa; Hiroshi Aoyama; Eiki Yamashita & Tomitake Tsukihara (1995). "Effects of Ethyleneglycol Chain Length of Dodecyl Polyethyleneglycol Monoether on the Crystallization of Bovine Heart Cytochrome c Oxidase". J. Mol. Biol. 246 (5): 572–575. doi:10.1016/S0022-2836(05)80106-8. PMID 7877177.
^ Gentile, Luigi; Rossi, Cesare Oliviero; Olsson, Ulf; Ranieri, Giuseppe Antonio (2011). "Effect of Shear Rates on the MLV Formation and MLV Stability Region in the C12E5/D2O System: Rheology and Rheo-NMR and Rheo-SANS Experiments". Langmuir. 27 (6): 2088. doi:10.1021/la1046047. PMID 21261313.

[1] Pentaethylene glycol monododecyl ether at Sigma-Aldrich

[2] Kyoko Shinzawa-ltoh; Hidefumi Ueda; Shinya Yoshikawa; Hiroshi Aoyama; Eiki Yamashita & Tomitake Tsukihara (1995). "Effects of Ethyleneglycol Chain Length of Dodecyl Polyethyleneglycol Monoether on the Crystallization of Bovine Heart Cytochrome c Oxidase". J. Mol. Biol. 246 (5): 572–575. doi:10.1016/S0022-2836(05)80106-8. PMID 7877177.

[3] Gentile, Luigi; Rossi, Cesare Oliviero; Olsson, Ulf; Ranieri, Giuseppe Antonio (2011). "Effect of Shear Rates on the MLV Formation and MLV Stability Region in the C12E5/D2O System: Rheology and Rheo-NMR and Rheo-SANS Experiments". Langmuir. 27 (6): 2088. doi:10.1021/la1046047. PMID 21261313.

[1]

[2]

[3]

Names

IUPAC name 2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethanol
Other names Dodecylpentaglycol Laureth-5
Identifiers
CAS Number	3055-95-6
3D model (JSmol)	Interactive image
Abbreviations	C12E5
ChEBI	CHEBI:91323
ChemSpider	17268
ECHA InfoCard	100.019.348
PubChem CID	18281
UNII	Q9F4A7XYE8
CompTox Dashboard (EPA)	DTXSID1058632
InChI InChI=1S/C22H46O6/c1-2-3-4-5-6-7-8-9-10-11-13-24-15-17-26-19-21-28-22-20-27-18-16-25-14-12-23/h23H,2-22H2,1H3 Key: LAPRIVJANDLWOK-UHFFFAOYSA-N InChI=1/C22H46O6/c1-2-3-4-5-6-7-8-9-10-11-13-24-15-17-26-19-21-28-22-20-27-18-16-25-14-12-23/h23H,2-22H2,1H3 Key: LAPRIVJANDLWOK-UHFFFAOYAV
SMILES O(CCO)CCOCCOCCOCCOCCCCCCCCCCCC
Properties
Chemical formula	C₂₂H₄₆O₆
Molar mass	406.59704
Density	0.963 g/mL at 20 °C
Surface tension:
CMC	7×10⁻⁵ M at 25 °C.^[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pentaethylene glycol monododecyl ether

Multilamellar vesicle formation

See also

References