38471-47-5

Usage

Uses

Used in Cosmetics Industry:
Ethanol, 2-(undecyloxy)is used as a solvent and emulsifier in cosmetic formulations for its ability to dissolve various ingredients and stabilize emulsions, enhancing the texture and performance of products.
Used in Pharmaceuticals Industry:
In the pharmaceutical sector, ethanol, 2-(undecyloxy)serves as a solvent in the preparation of medications, facilitating the dissolution of active pharmaceutical ingredients and improving the bioavailability of drugs.
Used in Household Products Industry:
Ethanol, 2-(undecyloxy)is used as a wetting agent in household products, such as cleaning agents and detergents, to lower the surface tension of water and improve the spreading and penetration of the product on surfaces, enhancing cleaning efficiency.
Used in Perfumery and Personal Care Products:
In perfumes and personal care products, ethanol, 2-(undecyloxy)is used as a dispersing agent to evenly distribute fragrance ingredients throughout the formulation, ensuring a long-lasting and consistent scent.
Used in Disinfectants and Antiseptic Products:
Ethanol, 2-(undecyloxy)has been studied for its potential antibacterial and antifungal properties, making it a valuable ingredient in disinfectants and antiseptic products for its ability to inhibit the growth of harmful microorganisms and promote cleanliness and hygiene.

Synthetic route

bromoundecane (693-67-4) + ethylene glycol (107-21-1) → 2-(1-undecyloxy)-1-ethanol (38471-47-5)

Conditions	Yield
With tetrabutylammomium bromide; sodium hydroxide In water at 100℃; for 23h;	83%
With sodium for 6h; Reflux;
With sodium at 0 - 60℃; for 6.5h; Reagent/catalyst;

potassium laurate (10124-65-9) → 2-(1-undecyloxy)-1-ethanol (38471-47-5)

Conditions	Yield
With potassium chloride; ethylene glycol at 70 - 100℃; Electrolysis;

oxirane (75-21-8) + undecyl alcohol (112-42-5) → 2-(1-undecyloxy)-1-ethanol (38471-47-5) + NEODOL 1-3

Conditions	Yield
With sodium at 180℃; Kinetics; Rate constant; different temperature, catalyst concentration; study of polyhydroxyethylation;

(2-undecyloxy-ethoxymethyl)-benzene → 2-(1-undecyloxy)-1-ethanol (38471-47-5)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol at 20℃;

ethylene glycol (107-21-1) + 1-dodecylbromide (143-15-7) → 2-(1-undecyloxy)-1-ethanol (38471-47-5)

Conditions	Yield
With sodium at 0℃; for 6h; Reflux;

undecanol → 2-(1-undecyloxy)-1-ethanol (38471-47-5)

Conditions	Yield
With hydrogenchloride In water at 35℃; Solvent; Temperature; Reagent/catalyst;	795 g

undecyl alcohol (112-42-5) + tert-butyl glycidyl ether (7580-85-0) → 2-(1-undecyloxy)-1-ethanol (38471-47-5)

Conditions	Yield
Stage #1: tert-butyl glycidyl ether With trifluorormethanesulfonic acid; triethylamine In dichloromethane at -20℃; for 6h; Stage #2: undecyl alcohol With tetrabutylammomium bromide; caesium carbonate In tetrahydrofuran at 120℃; for 3h;

2-(1-undecyloxy)-1-ethanol (38471-47-5) + choline tosylate (55357-38-5) → C18H40NO5P

Conditions	Yield
Stage #1: 2-(1-undecyloxy)-1-ethanol With triethylamine; trichlorophosphate In chloroform at 0 - 20℃; Stage #2: choline tosylate With pyridine In chloroform at 20℃; for 48h;

Upstream product

• 10124-65-9 potassium laurate 
• 75-21-8 oxirane 
• 112-42-5 undecyl alcohol 
• 107-21-1 ethylene glycol 
• 143-15-7 1-dodecylbromide 
• 7580-85-0 tert-butyl glycidyl ether 
• 41240-51-1 toluene-4-sulfonic acid undecyl ester 
• 693-67-4 bromoundecane 

Relevant academic research and scientific papers

Preparation method of higher fatty alcohol 2-alkoxy ethanol

The invention provides a preparation method of higher fatty alcohol 2-alkoxy ethanol, and relates to the technical field of organic synthesis, higher fatty alcohol and sulfonyl halide are used as raw materials for cascade reaction, the higher fatty alcohol is completely converted into sulfonate under the action of alkali, and then the sulfonate is subjected to phase transfer reaction under the promotion of a phase transfer catalyst (the used phase transfer catalyst comprises quaternary ammonium salt or crown ether), sulfonate directly performs nucleophilic substitution reaction with ethylene glycol, and the reaction temperature is controlled to complete the reaction within half an hour to obtain the corresponding higher fatty alcohol 2-alkoxy ethanol. The method is low in raw material and reagent cost, simple in process operation, small in pollution, high in product yield and purity, and suitable for large-scale preparation.

Synthesis method and application of 2-undecyloxy-1-ethanol

The invention discloses a synthesis method of 2-undecyloxy-1-ethanol, and belongs to the technical field of chemical production. According to the method, 1-bromo-undecane and ethylene glycol are used as initial raw materials, common strong base is added, and after heating, a one-pot method is adopted for reaction to finally synthesize the 2-undecyloxy-1-ethanol. The synthesis method disclosed by the invention is mild and controllable in reaction condition, mainly adopts cheap raw materials, is low in product cost and high in reaction yield, and can be suitable for industrial large-scale production, and the product content can reach 99% or above (GC detection). In addition, the 2-undecyloxy-1-ethanol synthesized by the method can be used as a sex pheromone component of the monochamus alternatus hope, and can be prepared into a lure to be combined with a trap to effectively trap male monochamus alternatus hope. Therefore, the method disclosed by the invention has great market application and popularization prospects.

Technology for producing Monochamus alternatus Hope aggregation pheromone undecyloxyethanol

The invention discloses a technology for producing Monochamus alternatus Hope aggregation pheromone undecyloxyethanol. The technology comprises the following steps: 1, carrying out a nucleophilic substitution reaction on a raw material 2-chloroethyl tert-butylether and undecanol in a first solvent containing a proper amount of a first catalyst under an alkaline condition at 0-120 DEG C to prepare1-(2-tert-butoxyethoxy)-undecane; and 2, carrying out a tert-butyl group removal reaction on the prepared 1-(2-tert-butoxyethoxy)-undecane in a second solvent containing a proper amount of a second catalyst under an acidic condition at 0-100 DEG C to obtain the target product undecyloxyethanol. The technology has the advantages of realization of the purity of the obtained target product being morethan 99%, mild reaction conditions, high yield, simplicity and convenience in operation, low production cost, and suitableness for amplified production.

Method for preparing monochamus alternates hope aggregation pheromone

The invention discloses a method for preparing monochamus alternates hope aggregation pheromone. The method comprises the following steps: mixing two compounds into a first solvent, and carrying out asubstitution reaction under an alkali condition so as to obtain a third compound; mixing the third compound and the fourth compound in a second solvent, and carrying out a substitution reaction underan alkali condition under the action of a first catalyst so as to obtain a fifth compound; mixing the fifth compound with a third solvent, and carrying out deprotection under an acid condition underthe action of a second catalyst, thereby obtaining a final compound, namely the monochamus alternates hope aggregation pheromone. According to the method, 2-tert-butoxyethanol is adopted as an initialraw material, and the final product undecyl ethanol can be prepared through sulfonic acid esterification, undecyl alcohol substitution and deprotection reactions. The method is simple and convenientin process operation, high in yield, low in cost, good in weight and capable of meeting industrial production requirements.

Nematocide composition comprising 2-(1-alkyloxy)-1-ethanol derivatives

The present invention relates to a preparation method of 2-(1-alkyloxy)-1-ethanol, and a nematocide composition comprising a 2-(1-alkyloxy)-1-ethanol derivative as an effective component. According to a result of treating root knot nematode or Bursaphelenchus xylophilus with the nematocide, the 2-(1-alkyloxy)-1-ethanol derivative has an effect suitable for using as a nematocide composition, and moreover, has an excellent effect on exterminating root knot nematode and Bursaphelenchus xylophilus which severely damages horticultural products, flowers, trees, etc. by using the composition.COPYRIGHT KIPO 2017

Nematocide composition comprising 2-(1-alkyloxy)-1-ethanol compounds

The present invention relates to a method for manufacturing a 2-(1-alkyloxy)-1-ethanol compound and a nematicide compound comprising compounds having alkyl groups with different carbon number. When treated with Meloidogyne or Bursaphelenchus xylophilus, compounds excluding 2-(1-undecyloxy)-1-ethanol as Cerambycidae aggregation pheromone can be used as the nematicide compound for controlling pine wilt, and there is an excellent effect of controlling the root-knot nematode which causes great damages to horticulture, flowers, trees and the like by using the composition.COPYRIGHT KIPO 2017

An efficient process of preparation of 2-(Undecyloxy)-ethanol for production in large scale

The present invention relates to an efficient synthetic method of 2-(undecyloxy)-ethanol, known as pheromone useful for removing Monocharnus sutor which is a reason of spread of Bursaphelenchus xylophilus, for production in large scale. A reaction formula 1 represents a reaction of manufacturing 2-(undecyloxy)-ethanol.

Acaricide and nematocide composition comprising 2-(1-undecyloxy)-1-ethanol

The present invention relates to an acaricide and nematocide composition, containing 2-(1-undecyloxy)-1-ethanol as an active ingredient. The composition has an excellent effect of preventing mites and nematodes harmful to horticulture, flower plants and woods using the same.

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.

Synthesis and antiproliferative activity of alkylphosphocholines

Alkylphosphocholines (APC) with one or more methylene groups in the alkyl chain replaced by oxygen atoms or carbonyl groups, or both have been assembled modularly using ω-diols as central building blocks. Out of 25 new compounds of this kind, 11 were evaluated for their antiproliferative activity on four cell lines and compared with miltefosine to evaluate their hemolytic activity (HA) and cytotoxicity on non-tumoral cells (MT2), used as markers of adverse effects. Compound 13 was more active on cancer cell lines than on non-tumoral cells and the data were similar for MTT and thymidine incorporation assays. It had less HA than miltefosine. Compound 13 could therefore be a candidate for the preparation of compounds with higher cytotoxicity on cancer cells and lower general toxicity.