3055-96-7

Basic information

• Product Name: HEXAETHYLENE GLYCOL MONODODECYL ETHER
• Synonyms: POLYOXYETHYLENE 6 LAURYL ETHER;HEXAETHYLENE GLYCOL MONO-N-DODECYL ETHER;HEXAETHYLENE GLYCOL DODECYL ETHER;HEXAETHYLENE GLYCOL MONODODECYL ETHER;DODECYLHEXAGLYCOL;C12E6;3,6,9,12,15,18-hexaoxatriacontan-1-ol;dodecylhexaethyleneglycol
• CAS NO: 3055-96-7
• Molecular Formula: C₂₄H₅₀O₇
• Molecular Weight: 450.65
• EINECS: 221-282-3
• Product Categories: Ethylene Glycols & Monofunctional Ethylene Glycols;Monofunctional Ethylene Glycols
• Mol File: 3055-96-7.mol

Chemical Properties

• Melting Point: 27-28℃
• Boiling Point: 521 °C at 760 mmHg
• Flash Point: 26 °C
• Appearance: /semisolid
• Density: 0.978 g/cm³
• Vapor Pressure: 4.93E-13mmHg at 25°C
• Refractive Index: 1.456
• Storage Temp.: 2-8°C
• PKA: 14.36±0.10(Predicted)
• Stability: Stable. Incompatible with strong oxidizing agents. Combustible.
• BRN: 1715367
• CAS DataBase Reference: HEXAETHYLENE GLYCOL MONODODECYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: HEXAETHYLENE GLYCOL MONODODECYL ETHER(3055-96-7)
• EPA Substance Registry System: HEXAETHYLENE GLYCOL MONODODECYL ETHER(3055-96-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-41-50
• Safety Statements: 26-39-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: MP4780500
• F: 3
• Hazardous Substances Data: 3055-96-7(Hazardous Substances Data)

Usage

Chemical Properties

white solid

Uses

Hexaethylene glycol monododecyl ether is a nonionic surfactant.

InChI:InChI=1/C24H50O7/c1-2-3-4-5-6-7-8-9-10-11-13-26-15-17-28-19-21-30-23-24-31-22-20-29-18-16-27-14-12-25/h25H,2-24H2,1H3

Upstream product

• 112-52-7 1-chlorododecane 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 3055-94-5 2-[2-(2-Dodecyloxy-ethoxy)-ethoxy]-ethanol 

Downstream Products

• 3055-99-0 polidocanol 
• 20260-64-4 C12E5OCH2COOH 
• 121971-10-6 1-dodecyloxy-17-trityloxy-3,6,9,12,15-pentaoxa-heptadecane 
• 3056-00-6 laureth-12 

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.

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.

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.