3055-99-0

Basic information

• Product Name: NONAETHYLENE GLYCOL MONODODECYL ETHER
• Synonyms: 3,6,9,12,15,18,21,24,27-nonaoxanonatriacontan-1-ol;Nonaethyleneglycol monododecyl ether 1 mM Solution;Polidocanolum=Polyethoxythylenelaurylether;dodecylnonaoxyethylene glycol monoether;ANAPOE (R) -C12E9;C12E9, Dodecyl nonaethylene glycol ether, Dodecylnonaglycol, Polidocanol, Polyoxyethylene (9) lauryl ether;26-(Dodecyloxy)-3,6,9,12,15,18,21,24-octaoxahexacosane-1-ol;Dodecyl nona(oxyethylene) ether
• CAS NO: 3055-99-0
• Molecular Formula: C₃₀H₆₂O₁₀
• Molecular Weight: 582.80728
• EINECS: 221-284-4
• Mol File: 3055-99-0.mol

Chemical Properties

• Melting Point: 33-36 °C
• Boiling Point: 615.857 °C at 760 mmHg
• Flash Point: 326.259 °C
• Appearance: /
• Density: 1.007±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 9.63E-18mmHg at 25°C
• Refractive Index: n20/D 1.459
• Storage Temp.: 2-8°C
• PKA: 14.36±0.10(Predicted)
• BRN: 1895308
• CAS DataBase Reference: NONAETHYLENE GLYCOL MONODODECYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: NONAETHYLENE GLYCOL MONODODECYL ETHER(3055-99-0)
• EPA Substance Registry System: NONAETHYLENE GLYCOL MONODODECYL ETHER(3055-99-0)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 3055-99-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
NONAETHYLENE GLYCOL MONODODECYL ETHER is used as an emulsifying agent for enhancing the stability and solubility of drugs in various formulations. Its ability to form emulsions allows for better dispersion and absorption of active pharmaceutical ingredients, improving the overall efficacy and bioavailability of medications.
Used in Cosmetics Industry:
NONAETHYLENE GLYCOL MONODODECYL ETHER is used as a key ingredient in the formulation of creams, lotions, and other personal care products. It acts as an emulsifier, helping to blend oil and water-based components, ensuring a uniform and stable texture. This contributes to the product's effectiveness, shelf life, and sensory properties.
Used in Food Industry:
NONAETHYLENE GLYCOL MONODODECYL ETHER is used as an additive in the food industry to improve the texture, consistency, and stability of various products. It is particularly useful in the creation of emulsions, such as salad dressings, sauces, and spreads, where it helps to maintain a homogeneous mixture of ingredients.
Used in Agriculture:
NONAETHYLENE GLYCOL MONODODECYL ETHER is used as a surfactant in the agricultural industry, specifically in the formulation of agrochemicals and pesticides. It helps to improve the wetting and spreading properties of these products, ensuring even distribution and absorption by the target plants, leading to enhanced effectiveness and reduced environmental impact.
Used in Textile Industry:
NONAETHYLENE GLYCOL MONODODECYL ETHER is used as a surfactant in the textile industry, particularly in the processing of fabrics and fibers. It aids in the emulsification of dyes and other chemicals, ensuring even distribution and absorption, which results in improved colorfastness and overall quality of the finished product.
Used in Detergent and Cleaning Products Industry:
NONAETHYLENE GLYCOL MONODODECYL ETHER is used as a surfactant in the formulation of detergents and cleaning products. It helps to create stable emulsions, enhancing the cleaning power and effectiveness of these products by improving the solubility and dispersion of dirt and grease.

InChI:InChI=1/C30H62O10/c1-2-3-4-5-6-7-8-9-10-11-13-32-15-17-34-19-21-36-23-25-38-27-29-40-30-28-39-26-24-37-22-20-35-18-16-33-14-12-31/h31H,2-30H2,1H3

Synthetic route

oxirane (75-21-8) + 1-dodecyl alcohol (112-53-8) → polidocanol (3055-99-0)

Conditions	Yield
With K10 clay at 50℃;	94%
With potassium hydroxide at 140 - 170℃;

Hexaethylene glycol monododecyl ether (3055-96-7) + C6H12O6S → polidocanol (3055-99-0)

Conditions	Yield
Stage #1: Hexaethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: C6H12O6S In tetrahydrofuran; mineral oil pH=2; Inert atmosphere; Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;	77%
Stage #1: Hexaethylene glycol monododecyl ether With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h; Stage #2: C6H12O6S In tetrahydrofuran at 20℃; for 3h; Stage #3: With sulfuric acid In tetrahydrofuran; water at 20 - 80℃; for 2h;	77%

1-{2-[2-(2-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-dodecane (17464-54-9) + 2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → polidocanol (3055-99-0)

Conditions	Yield
With sodium

2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → polidocanol (3055-99-0)

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
Multi-step reaction with 4 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: 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 4.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 4.2: pH 2 / Inert atmosphere 4.3: 2 h / 80 °C / Inert atmosphere View Scheme

C6H12O6S → polidocanol (3055-99-0)

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
Multi-step reaction with 3 steps 1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / Inert atmosphere 1.2: 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 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
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 - 20 °C 1.2: 3 h / 20 °C 1.3: 2 h / 20 °C 2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C 2.2: 3 h / 20 °C 2.3: 2 h / 20 - 80 °C 3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C 3.2: 3 h / 20 °C 3.3: 2 h / 20 - 80 °C View Scheme

2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethanol (3055-94-5) → polidocanol (3055-99-0)

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
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C 1.2: 3 h / 20 °C 1.3: 2 h / 20 - 80 °C 2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 20 °C 2.2: 3 h / 20 °C 2.3: 2 h / 20 - 80 °C View Scheme

polidocanol (3055-99-0) + methyl iodide (74-88-4) → C31H64O10

Conditions	Yield
Stage #1: polidocanol With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; mineral oil Inert atmosphere;	94%

(2,3-Dioxo-2,3-dihydro-1H-indol-1-yl)acetic acid (60705-96-6) + polidocanol (3055-99-0) → C40H67NO13

Conditions	Yield
With sulfuric acid In toluene at 150℃; for 35h; Molecular sieve;	83.12%

polidocanol (3055-99-0) + C6H12O6S → laureth-12 (3056-00-6)

Conditions	Yield
Stage #1: polidocanol With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: C6H12O6S In tetrahydrofuran; mineral oil pH=2; Inert atmosphere; Stage #3: With sulfuric acid In tetrahydrofuran; water; mineral oil at 80℃; for 2h; Inert atmosphere;	59%

ethyl 2-hydroxypropionate (97-64-3, 2676-33-7) + polidocanol (3055-99-0) → polidocanol lactate

Conditions	Yield
With sodium hydrogencarbonate at 62℃; under 15 Torr; for 24h; Enzymatic reaction;	38.19 g

polidocanol (3055-99-0) + C6H12O6S → C37H76O13

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: Inert atmosphere View Scheme

polidocanol (3055-99-0) + phenyl isocyanate (103-71-9) → C37H67NO11

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

polidocanol (3055-99-0) + p-toluenesulfonyl chloride (98-59-9) → C37H68O12S

Conditions	Yield
With triethylamine In tetrahydrofuran at 50℃; for 12h;

Upstream product

• 17464-54-9 1-{2-[2-(2-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-dodecane 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 75-21-8 oxirane 
• 112-53-8 1-dodecyl alcohol 
• 3055-96-7 Hexaethylene glycol monododecyl ether 
• 3055-94-5 2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethanol 

Downstream Products

• 3056-00-6 laureth-12 

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