3055-98-9

Basic information

• Product Name: C12E8
• Synonyms: 2-[2-[2-[2-[2-[2-[2-(2-Dodecyloxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol;23-(Dodecyloxy)-3,6,9,12,15,18,21-heptaoxatricosane-1-ol;2-[2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol;2-[2-[2-[2-[2-[2-[2-(2-lauryloxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol;Octaethylene glycol monododecyl ether,C12E8, Dodecyl octaethylene glycol ether, Dodecyloctaglycol, Polyoxyethylene (8) lauryl ether;ANAPOE-C12E8 Screw Cap;OCTAETHYLENE GLYCOL MONODODECYL ETHER (10 AMPULES/10mL EACH);OCTAETHYLENE GLYCOL MONODODECYL ETHER-ANALYTICAL GRADE
• CAS NO: 3055-98-9
• Molecular Formula: C₂₈H₅₈O₉
• Molecular Weight: 538.75
• EINECS: 231-791-2
• Product Categories: Ethylene Glycols & Monofunctional Ethylene Glycols;Monofunctional Ethylene Glycols
• Mol File: 3055-98-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: approximate 30℃
• Boiling Point: 585.5 °C at 760 mmHg
• Flash Point: 32 °C
• Appearance: colourless solid
• Density: 0.999 g/cm³
• Vapor Pressure: 3.79E-16mmHg at 25°C
• Refractive Index: 1.458
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.36±0.10(Predicted)
• Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
• BRN: 1893466
• CAS DataBase Reference: C12E8(CAS DataBase Reference)
• NIST Chemistry Reference: C12E8(3055-98-9)
• EPA Substance Registry System: C12E8(3055-98-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 3055-98-9(Hazardous Substances Data)

Usage

Description

C12E8 is a nonionic surfactant formed by the ethoxylation of dodecanol, yielding a compound with eight repeated units of ethylene glycol. It can be used for solubilization of membrane-bound proteins.

Chemical Properties

colourless solid

Uses

C12E8 is a non-ionic detergent used for solubilization of membrane-bound proteins.

Definition

ChEBI: The hydroxypolyether that is octaethylene glycol in which one of the hydroxy groups is substituted by dodecyloxy.

General Description

Octaethylene glycol monododecyl ether is a nonionic detergent.

InChI:InChI=1/C28H58O9/c1-2-3-4-5-6-7-8-9-10-11-13-30-15-17-32-19-21-34-23-25-36-27-28-37-26-24-35-22-20-33-18-16-31-14-12-29/h29H,2-28H2,1H3

Synthetic route

tetraethylene glycol monododecyl ether (5274-68-0) + 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Conditions	Yield
Stage #1: tetraethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide In tetrahydrofuran; mineral oil pH=2; Inert atmosphere; Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;	87%

Tetraethylene glycol (112-60-7) + 1-(2-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-ethoxy)-dodecane (81782-65-2) → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Conditions	Yield
With sodium

Tetraethylene glycol (112-60-7) → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: triethylamine; dmap; thionyl chloride / dichloromethane / 0 - 25 °C 2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 2.2: pH 2 / Inert atmosphere 2.3: 2 h / 80 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: triethylamine; dmap; thionyl chloride / dichloromethane / 0 - 25 °C 2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 2.2: pH 2 / Inert atmosphere 2.3: 2 h / 80 °C / Inert atmosphere 3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 3.2: pH 2 / Inert atmosphere 3.3: 2 h / 80 °C / Inert atmosphere View Scheme

1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide → Octa(ethylene oxide) dodecyl ether (3055-98-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 1.2: pH 2 / Inert atmosphere 1.3: 2 h / 80 °C / Inert atmosphere 2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 2.2: pH 2 / Inert atmosphere 2.3: 2 h / 80 °C / Inert atmosphere View Scheme

Octa(ethylene oxide) dodecyl ether (3055-98-9) + methyl iodide (74-88-4) → C29H60O9

Conditions	Yield
Stage #1: Octa(ethylene oxide) dodecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; mineral oil Inert atmosphere;	90%

Octa(ethylene oxide) dodecyl ether (3055-98-9) + 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide → C36H73O16S(1-)*Na(1+)

Conditions	Yield
Stage #1: Octa(ethylene oxide) dodecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: 1,3,6,9,12-pentaoxa-2-thiacyclotetradecane 2,2-dioxide In tetrahydrofuran; mineral oil Inert atmosphere;	70%

Octa(ethylene oxide) dodecyl ether (3055-98-9) + p-toluenesulfonyl chloride (98-59-9) → C35H64O11S

Conditions	Yield
Stage #1: Octa(ethylene oxide) dodecyl ether With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 14h; Inert atmosphere;	56%

Octa(ethylene oxide) dodecyl ether (3055-98-9) + alpha cyclodextrin (10016-20-3) → α-cyclodextrin 1:1 complex with octaethylene glycol monododecyl ether + α-cyclodextrin 2:1 complex with octaethylene glycol monododecyl ether

Conditions	Yield
In water at 25℃;

Octa(ethylene oxide) dodecyl ether (3055-98-9) + β‐cyclodextrin (7585-39-9) → β-cyclodextrin 1:1 complex with octaethylene glycol monododecyl ether

Conditions	Yield
In water at 25℃;

Octa(ethylene oxide) dodecyl ether (3055-98-9) + cyclomaltooctaose (17465-86-0) → γ-cyclodextrin 1:1 complex with octaethylene glycol monododecyl ether

Conditions	Yield
In water at 25℃;

Octa(ethylene oxide) dodecyl ether (3055-98-9) → C32H59FN2O10

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C / Inert atmosphere 1.2: 14 h / 0 - 20 °C / Inert atmosphere 2.1: sodium bromide / acetone / 72 h / 65 °C / Inert atmosphere 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere 3.2: 2 h / 20 - 80 °C / Inert atmosphere View Scheme

Octa(ethylene oxide) dodecyl ether (3055-98-9) → C28H57BrO8

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C / Inert atmosphere 1.2: 14 h / 0 - 20 °C / Inert atmosphere 2.1: sodium bromide / acetone / 72 h / 65 °C / Inert atmosphere View Scheme

Octa(ethylene oxide) dodecyl ether (3055-98-9) + phenyl isocyanate (103-71-9) → C35H63NO10

Conditions	Yield
In methanol; acetonitrile at 70℃; for 1h;

Upstream product

• 112-60-7 Tetraethylene glycol 
• 5274-68-0 tetraethylene glycol monododecyl ether 
• 75-21-8 oxirane 
• 112-53-8 1-dodecyl alcohol 
• 81782-65-2 1-(2-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-ethoxy)-dodecane 

Relevant articles and documents

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