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Tetraethyleneglycol monododecyl ether
[CAS 5274-68-0]

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Identification
ClassificationCatalysts and additives >> Polyethylene glycol derivative
NameTetraethyleneglycol monododecyl ether
Synonyms2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethanol
Molecular StructureTetraethyleneglycol monododecyl ether molecular structure (CAS 5274-68-0)
Molecular FormulaC20H42O5
Molecular Weight362.54
CAS Registry Number5274-68-0
EC Number226-097-1
SMILESCCCCCCCCCCCCOCCOCCOCCOCCO
Properties
Density0.9±0.1 g/cm3 Calc.*, 0.946 g/mL (Expl.)
Melting point35 - 40 °C (Expl.)
Boiling point450.3±30.0 °C 760 mmHg (Calc.)*
Flash point226.1±24.6 °C (Calc.)*, 20 °C (Expl.)
Index of refraction1.453 (Calc.)*, 1.453 (Expl.)
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol symbol   GHS07;GHS09 Warning  Details
Risk StatementsH315-H319-H335-H400-H410  Details
Safety StatementsP261-P264-P264+P265-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Acute hazardous to the aquatic environmentAquatic Acute1H400
Chronic hazardous to the aquatic environmentAquatic Chronic1H410
Specific target organ toxicity - single exposureSTOT SE3H335
Serious eye damageEye Dam.1H318
Acute toxicityAcute Tox.4H302
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Transport InformationUN 3082
SDSAvailable
up chemBlink Chemical Story
Tetraethylene glycol monododecyl ether, CAS 5274-68-0, is a nonionic surfactant also known as tetraethylene glycol monolauryl ether, polyoxyethylene(4) lauryl ether, or Laureth-4. NIST records the formula C20H42O5 and molecular weight 362.54. Its structure contains a twelve-carbon hydrophobic chain connected through oxygen to a short chain of four oxyethylene units ending in a hydroxyl group.

This architecture is the essence of a nonionic surfactant. The dodecyl chain prefers oil-like environments, while the ether oxygens and terminal hydroxyl interact favorably with water. When enough molecules are present in water, this competition can drive self-assembly into micelles and other interfacial structures. Unlike ionic surfactants, the hydrophilic head does not carry a permanent electrical charge.

The exact number of oxyethylene units matters. Increasing ethoxylation generally increases hydrophilicity and changes water solubility, cloud behavior, micelle formation and emulsification. CAS 5274-68-0 represents the defined tetraethylene-glycol ether, although commercial laureth materials can also be distributions of ethoxylation states. A discrete laboratory compound and an industrial ethoxylate mixture should therefore not automatically be treated as identical.

Such alkyl polyoxyethylene surfactants have long been used as model systems for studying nonionic micelles, phase behavior and interfaces. Their relatively simple architecture lets researchers vary alkyl-chain length and oxyethylene number independently, linking molecular structure to macroscopic properties such as critical micelle concentration and solubilization.

The same amphiphilic design is useful in formulations because surfactants help bring together materials that otherwise separate into water-rich and oil-rich phases. Depending on composition and concentration, related laureth materials can function as emulsifying, wetting or solubilizing ingredients.

CAS 5274-68-0 therefore illustrates how a molecule can be designed with two incompatible preferences and become useful precisely because of that conflict. One end seeks hydrocarbon-like surroundings, the other seeks water, and the molecule organizes itself at the boundary between them.

References:
1. NIST Chemistry WebBook, Tetraethylene glycol monododecyl ether, CAS 5274-68-0.
2. Rosen MJ, Kunjappu JT. Surfactants and Interfacial Phenomena. 4th ed. Wiley, 2012.
3. Tanford C. The Hydrophobic Effect. 2nd ed. Wiley, 1980.

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