3055-94-5

Basic information

• Product Name: TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER
• Synonyms: POLYOXYETHYLENE 3 LAURYL ETHER;TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER;TRIETHYLENE GLYCOL MONODODECYL ETHER;2-(2-(2-(dodecyloxy)ethoxy)ethoxy)-ethano;2-(2-(2-(dodecyloxy)ethoxy)ethoxy)ethanol;2-(2-(2-dodecyloxyethoxy)-ethoxy)-ethanol;2-[2-[2-(dodecyloxy)ethoxy]ethoxy]-ethano;3-Dodecylalcohol
• CAS NO: 3055-94-5
• Molecular Formula: C₁₈H₃₈O₄
• Molecular Weight: 318.49
• EINECS: 221-280-2
• Product Categories: Ether Type (Surfactants);Ethylene Glycols & Monofunctional Ethylene Glycols;Functional Materials;Monofunctional Ethylene Glycols;Nonionic Surfactants;Surfactants
• Mol File: 3055-94-5.mol

Chemical Properties

• Melting Point: 16.5-17.0 °C
• Boiling Point: 412 °C at 760 mmHg
• Flash Point: 16 °C
• Appearance: solid
• Density: 0.93
• Vapor Pressure: 1.66E-08mmHg at 25°C
• Refractive Index: n20/D 1.451
• Storage Temp.: 2-8°C
• PKA: 14.36±0.10(Predicted)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• CAS DataBase Reference: TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER(3055-94-5)
• EPA Substance Registry System: TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER(3055-94-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36
• RTECS: KK7870000
• Hazardous Substances Data: 3055-94-5(Hazardous Substances Data)

Usage

Uses

Used in Cosmetic Preparations:
TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER is used as a surfactant, detergent, and emulsifier for its ability to stabilize formulations and improve the solubility of various ingredients. This makes it a valuable component in the creation of cosmetic products, ensuring their efficacy and aesthetic appeal.
Used in Chemical Synthesis:
In the chemical industry, TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER serves as a reagent in the synthesis of N,N-dimethyl-N-dodecyl polyoxyethylene amine-based surfactants. Its role in this process is crucial for the development of new surfactants with specific properties tailored for various applications.
Used in the Synthesis of Hybrid Carbohydrate/Oligoethylene Oxide Surfactants:
TRIETHYLENE GLYCOL MONO-N-DODECYL ETHER is also utilized as a reagent in the synthesis of hybrid carbohydrate/oligoethylene oxide surfactants. This application highlights its versatility in contributing to the creation of innovative surfactants that combine the benefits of both carbohydrate and oligoethylene oxide structures.

InChI:InChI=1/C18H38O4/c1-2-3-4-5-6-7-8-9-10-11-13-20-15-17-22-18-16-21-14-12-19/h19H,2-18H2,1H3

Upstream product

• 75-21-8 oxirane 
• 3055-93-4 diethylene glycol monododecyl ether 
• 112-53-8 1-dodecyl alcohol 
• 4536-30-5 ethylene glycol mono-n-dodecyl ether 
• 2050-77-3 Iododecane 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 143-15-7 1-dodecylbromide 

Downstream Products

• 5274-68-0 tetraethylene glycol monododecyl ether 
• 20858-25-7 {2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethoxy}-acetic acid 
• 3055-95-6 pentaethylene glycol mono-n-dodecyl ether 
• 13150-00-0 Natrium-(α-dodecyl-ω-sulfatotrioxyethylen) 
• 3055-96-7 Hexaethylene glycol monododecyl ether 
• 3055-99-0 polidocanol 
• 3056-00-6 laureth-12 
• 20858-24-6 [2-(2-Dodecyloxy-ethoxy)-ethoxy]-acetic acid 
• 26323-72-8 Toluene-4-sulfonic acid 2-[2-(2-dodecyloxy-ethoxy)-ethoxy]-ethyl ester 

Relevant articles and documents

Application of Monodisperse PEGs in Pharmaceutics: Monodisperse Polidocanols

Polydisperse PEGs are ubiquitously used in pharmaceutical industry and biomedical research. However, the monodispersity in PEGs may play a role in the development of safe and effective PEGylated small molecular drugs. Here, to avoid the polydispersity in polidocanol, the active ingredient in a clinically used drug, a macrocyclic sulfate-based strategy for the efficient and scalable synthesis of monodisperse polidocanols, their sulfates, and their methylated derivatives, was developed. TLC and HPLC analysis indicated a complex mixture in regular polidocanol and high purities in monodisperse polidocanols and their derivatives. Assay on HUVEC, L929, and HePG2 cells showed that monodisperse polidocanols have much higher cytotoxicity and safety than that of regular polidocanol. It was found that the monodispersity of PEGs in polidocanols is crucial for achieving the optimal therapeutic results. Therefore, based on this case study, it would be beneficial to optimize PEGylated small molecular drugs with monodisperse PEGs in pharmaceutical research and development.

Drug carrier based on sulfonium lipidosome structure and preparation method and application of drug carrier

The invention relates to the technical field of medicine, in particular to a sulfonium compound shown as a general formula (A), and discloses a preparation method of the compound. The compound is poly-condensed with genes to form a nanometer compound with the particle size of 100-300 nm and Zeta potential of +20-+40. The gene loading capability of the sulfonium compound enables the sulfonium compound to have potential application in gene transfer.

Polyoxyethylene ether carboxylic acid dimeric surfactant type drag reducer as well as preparation method and application thereof

The invention discloses a polyoxyethylene ether carboxylic acid dimeric surfactant type drag reducer as well as a preparation method and application thereof. The polyoxyethylene ether carboxylic aciddimeric surfactant type drag reducer has a structure formula m=2, 3, 4, and n=1, 2, 3. The drag reducer disclosed by the invention is a dimeric surfactant type drag reducer which has a head group of carboxylic acid, and the head group has the advantages of being very good in temperature resistance, salt resistance, environment protection and the like, and is capable of overcoming influence of a high-salt environment upon drag reduction performance, so that the drag reducer disclosed by the invention is high in drag reduction efficiency, good in shearing resistance, long-lasting and stable in drag reduction rate and good in salt resistance; and polyoxyethylene ether carboxylic acid dimeric surfactants of different mass concentrations are dissolved into water, a drag reduction solution whichis high in drag reduction efficiency, good in shearing resistance, long-lasting and stable in drag reduction rate and good in salt resistance can be prepared without any other compounded chemical reagent, solution blending steps are simple, the drag reducer is very convenient to use, and meanwhile, the salt resistance is greatly improved.

Preparation method and application of monodisperse nonapolyethylene glycol dodecyl alcohol monoether and sulphate thereof

The invention discloses a preparation method and application of monodisperse nonapolyethylene glycol dodecyl alcohol monoether and sulphate thereof and belongs to the field of pharmaceutical and chemical industry. Starting from dodecyl alcohol, firstly ring-opening reaction is carried out with nonapolyethylene glycol cyclic sulphate once or with multiple oligomeric ethylene glycol cyclic sulphate containing nine ethylene glycol units in total for multiple times in presence of alkali, so that sulphate of nonapolyethylene glycol dodecyl alcohol monoether is obtained; and then hydrolysis is carried out in presence of sulphuric acid, so that the nonapolyethylene glycol dodecyl alcohol monoether is obtained. The preparation method can be applied to preparation of long-chain alkyl monoether of monodisperse polyethylene glycol and sulphate thereof. The preparation method disclosed by the invention has the advantages that single molecular weight polyethylene glycol cyclic sulphate is taken as a raw material, efficient synthesis of more than hexameric alkyl alcohol monoether of ethylene glycol is realized, no protecting group is used during synthesis, steps are simple and convenient, the preparation method is applicable to industrial production, and the obtained product has obvious advantages compared with existing prepared lauromacrogol.

Synthesis and surface properties of N,N-dimethyl-N-dodecyl polyoxyethylene amine-based surfactants: Amine oxide, betaine and sulfobetaine

Nonionic-zwitterionic hybrid surfactants, namely N,N-dimethyl-N-dodecyl polyoxyethylene (3) amine oxide, and the corresponding betaine and/or sulfobetaine, have been synthesized. Their molecule structures were characterized by means of electrospray ionization mass spectrometry and 1H nuclear magnetic resonance. Compared to the structurally related conventional amine oxide, betaine and sulfobetaine, the critical micelle concentrations of the three hybrid surfactants are one order of magnitude smaller than those of traditional ones. The polyoxyethylene segment between the hydrophilic head group and the hydrophobic tail makes the surface activities of the hybrid surfactants superior to their structure-related counterparts.

PHOSPHOLIPID-DETERGENT CONJUGATES AND USES THEREOF

The invention relates to novel compounds, in particular novel O-substituted phospholipids that are useful for the in vitro and in vivo delivery of drugs as well as nucleic acids into cells. The invention also relates to pharmaceutical compositions and supramolecular complexes comprising said compounds and the use of these compounds in therapeutic treatment, in particular in gene therapy.

Combinatorial synthesis of PEG oligomer libraries

A simple chain-extending approach was established for the scale-up of the monoprotected monodisperse PEG diol materials. Reactions of THP-(OCH2CH2)n—OMs (n=4, 8, 12) with a large excess of commercially available H—(OCH2CH2)n—OH (n=1-4) under basic conditions led to THP-(OCH2CH2)n—OH (n=5-15). Similarly, Me-(OCH2CH2)n—OH (n=4-11, 13) were prepared from Me-(OCH2CH2)n—OMs (n=3, 7, 11). For the chain elongation steps, 40-80% yields were achieved through extraction purification. PEG oligomer libraries I and II were generated in 50-95% overall yields by alkylation or acylation of THP-(OCH2CH2)n—OH (n=1-15) followed by deprotection. Alkylation of Me-(OCH2CH2)n—OH (n=1-11, 13) with X—(CH2)m—CO2R (X=Br or OMs) and subsequent hydrolysis led to PEG oligomer library III in 30-60% overall yields. Combinatorial purification techniques were adapted to the larger-scale library synthesis. A total of 498 compounds, each with a weight of 2-5 g and a minimum purity of 90%, were synthesized.

Omega-hydrofluoroalkyl ethers, precursor carboxylic acids and derivatives thereof, and their preparation and application

Normally liquid, omega-hydrofluoroalkyl ether compounds (and selected mixtures thereof) have a saturated perfluoroaliphatic chain of carbon atoms interrupted by one or more ether oxygen atoms. The compounds can be prepare, e.g. by decarboxylation of the corresponding fluoroalkyl ether carboxylic acids and are useful, e.g., in cleaning and drying applications.