126422-57-9

Basic information

• Product Name: Diethylene Glycol Bis(2-propynyl) Ether
• Synonyms: Diethylene Glycol Bis(2-propynyl) Ether;Bis-propargyl-PEG3;Bis-propargyl-PEG2;4,7,10-trioxahexadeca-1,12-diyne;Alkyne-PEG3-Alkyne;3-(2-(2-(Prop-2-yn-1-yloxy)ethoxy)ethoxy)prop-1-yne
• CAS NO: 126422-57-9
• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.21636
• EINECS: -0
• Mol File: 126422-57-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 103°C/6mmHg(lit.)
• Appearance: /
• Refractive Index: 1.4610 to 1.4650
• CAS DataBase Reference: Diethylene Glycol Bis(2-propynyl) Ether(CAS DataBase Reference)
• NIST Chemistry Reference: Diethylene Glycol Bis(2-propynyl) Ether(126422-57-9)
• EPA Substance Registry System: Diethylene Glycol Bis(2-propynyl) Ether(126422-57-9)

Safety Data

• Hazardous Substances Data: 126422-57-9(Hazardous Substances Data)

Usage

Description

Diethylene Glycol Bis(2-propynyl) Ether, also known as Bis-propargyl-PEG3, is a crosslinker with alkyne groups at both ends of the molecule. It is a versatile compound that can be used to form stable triazole linkages with azide-bearing compounds or biomolecules through copper-catalyzed Click Chemistry.

Uses

Used in Chemical Synthesis:
Diethylene Glycol Bis(2-propynyl) Ether is used as a crosslinker for chemical synthesis, enabling the formation of stable triazole linkages with azide-bearing compounds or biomolecules. This allows for the creation of various chemical structures and the development of new materials.
Used in Bioconjugation:
In the field of bioconjugation, Diethylene Glycol Bis(2-propynyl) Ether is used as a crosslinker to connect biomolecules, such as proteins, nucleic acids, or carbohydrates, with other molecules or surfaces. This facilitates the development of bioconjugates for various applications, including drug delivery, diagnostics, and therapeutics.
Used in Drug Delivery Systems:
Diethylene Glycol Bis(2-propynyl) Ether is used as a component in drug delivery systems, where it can be employed to attach drug molecules to carriers or other targeting moieties. This enhances the delivery, bioavailability, and therapeutic outcomes of the drug molecules.
Used in Materials Science:
In materials science, Diethylene Glycol Bis(2-propynyl) Ether is used as a crosslinker to create stable triazole linkages in the synthesis of new materials, such as polymers, gels, or coatings. This contributes to the development of advanced materials with tailored properties for various applications, including electronics, sensors, and biomedical devices.

Upstream product

• 624-65-7 2-propynyl chloride 
• 111-46-6 diethylene glycol 
• 107-19-7 propargyl alcohol 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 106-96-7 propargyl bromide 

Downstream Products

• 1119249-28-3 bis-1,9-[1-(3-(2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol-N-yl)-propyl)triazol-4-yl]-2,5,8-trioxanonane 
• 203740-59-4 2,16-diamino-4,14-dioxo-6,9,12-trioxa-heptadeca-2,15-diene 

Relevant articles and documents

Click [3+2]-cycloaddition approach to novel Cookson's birdcage-derived thiacrown ethers

The synthesis of novel Cookson's birdcage-annulated thiacrowns as well as noncage oligomers with an incorporated 1,2,3-triazole moiety are described. The title compounds were prepared applying a click alkyne-azide cycloaddition reaction in the final macrocyclization step. Using this methodology a series of oligomers containing oxygen, nitrogen, and sulfur were prepared. The effective cycloaddition process was carried out under nonaqueous conditions in the presence of a catalytic amount of copper(I) iodide and N,N- diisopropylethylamine; the yields of oligomers were moderate to good. Georg Thieme Verlag Stuttgart. New York.

Application of click cycloaddition for synthesis of new sulfur-containing oligomeric system

The efficient synthesis of new sulfur-containing macrocycles via click-type alkyne-azide cycloaddition was described. Preliminarily, under aqueous conditions (water-methanol) using CuSO4/sodium ascorbate as a source of Cu(I), the yields of the products were very poor. Using the Cu(I) in nonaqueous solution (MeCN), the yields of the products grow significantly (approx. 50%).

Coupling reagent with azaphenanthrone structure and application of coupling reagent in preparation of polypeptide and protein conjugate

The invention belongs to the technical field of organic synthesis and protein modification, and particularly relates to a coupling reagent with an azaphenanthrone structure and application of the coupling reagent in preparation of polypeptide and protein conjugage. The polypeptide and protein coupling reagent with the azaphenanthrone structure is good in stability in an aqueous solution, and protein modification operation is simple and convenient. The coupling reagent is novel in structure and different from existing known modification reagents in structure, the coupling product is good in connection stability, and a new technology and a new mode are provided for various functional modifications of polypeptides and proteins.

4, 7, 10 - three oxo - 1, 12 - tridecane diyne compound

The invention discloses a 4, 7, 10 - three oxo - 1, 12 - tridecane diyne compound and the structure is as following: the relation of the 4, 7, 10 - three oxo - 1, 12 - tridecane diyne compound is shown in the description. The compound can be used as a curing agent.