168640-82-2

Basic information

• Product Name: 2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol
• Synonyms: 2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol;Azido-PEG4-Tos;2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate;11-Azido-3,6,9-trioxaundecanyl p-toluenesulfonate;N3-PEG4-Tos
• CAS NO: 168640-82-2
• Molecular Formula: C₁₅H₂₃N₃O₆S
• Molecular Weight: 0
• Mol File: 168640-82-2.mol
• Article Data: 38

Chemical Properties

• Appearance: /
• Solubility: Soluble in DMSO, DCM, DMF
• CAS DataBase Reference: 2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol(168640-82-2)
• EPA Substance Registry System: 2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol(168640-82-2)

Safety Data

• Hazardous Substances Data: 168640-82-2(Hazardous Substances Data)

Usage

Description

2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol, also known as Azide-PEG4-Tos, is a heterofunctional crosslinker that features an azide (N3) group and a tosyl group. This molecule is designed to facilitate chemical reactions and bonding in various applications due to its unique functional groups. The azide group is capable of reacting with alkyne, BCN, and DBCO through Click Chemistry, resulting in a stable triazole linkage. Meanwhile, the tosyl group acts as a good leaving group for nucleophilic substitution reactions. The presence of a PEG (polyethylene glycol) spacer enhances the solubility of Azide-PEG4-Tos in aqueous media, making it suitable for a range of uses.

Uses

Used in Chemical Synthesis:
Azide-PEG4-Tos is used as a crosslinking agent for chemical synthesis, particularly in the formation of stable triazole linkages through Click Chemistry. The azide group's reactivity with alkyne, BCN, and DBCO makes it a versatile component in creating complex molecular structures.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Azide-PEG4-Tos is utilized as a component in drug delivery systems. Its solubility in aqueous media, facilitated by the PEG spacer, allows for the development of novel drug carriers that can improve the bioavailability and therapeutic outcomes of various medications.
Used in Material Science:
Azide-PEG4-Tos is also employed in material science as a crosslinking agent to create new materials with specific properties. The ability of the azide group to form stable triazole linkages and the tosyl group's role in nucleophilic substitution reactions contribute to the development of advanced materials with tailored characteristics for various applications.
Used in Bioconjugation:
In the field of bioconjugation, Azide-PEG4-Tos serves as a valuable crosslinker for the attachment of biological molecules, such as proteins or nucleic acids, to other molecules or surfaces. The stable triazole linkages formed through Click Chemistry ensure strong and reliable connections, while the PEG spacer provides flexibility and solubility in aqueous environments.

Upstream product

• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 112-60-7 Tetraethylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 
• 41024-91-3 penta(ethylene glycol) bis(p-toluenesulfonate) 
• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 

Downstream Products

• 168640-83-3 3,4,5-Tris-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-benzoic acid methyl ester 
• 168640-85-5 3,4,5-Tris-(2-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-benzoic acid methyl ester 
• 168640-84-4 3,4,5-Tris-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-benzoic acid 
• 168640-86-6 3,4,5-Tris-[2-(2-{2-[2-(2-chloro-acetylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzoic acid methyl ester 
• 1043884-48-5 C₃₁H₅₀N₄O₈S₂ 
• 1233816-88-0 5-[4-(2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)piperazin-1-yl]-5-(4-phenoxyphenyl)pyrimidine-2,4,6-trione 
• 1233816-93-7 2-(2-(2-(2-(4-(13-(4-(2,4,6-trioxo-5-(4-phenoxyphenyl)hexa-hydropyrimidin-5-yl)piperazin-1-yl)-2,5,8,11-tetraoxatridecyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 
• 1151451-77-2 4-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)benzaldehyde 
• 1262209-98-2 4-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)benzaldehyde oxime 
• 1351556-86-9 5-({1-[2-(2-{2-[2-(2-fluoropyridin-3-yloxy)ethoxy]ethoxy}ethoxy)ethyl]-1H-1,2,3-triazol-4-yl-methyl}amino)-5-(4-phenoxyphenyl)pyrimidine-2,4,6-trione 
• 1351556-89-2 5-[4-(2-{2-[2-(2-{1-[2-(2-{2-[2-(2-fluoropyridin-3-yloxy)ethoxy]ethoxy}ethoxy)ethyl]-1H-1,2,3-triazol-4-yl-methoxy}ethoxy)ethoxy]ethoxy}ethyl)piperazin-1-yl]-5-(4-phenoxyphenyl)pyrimidine-2,4,6-trione 
• 1378929-04-4 (R)-2-(2-(2-(2-(4-((N-(1-(hydroxyamino)-3-methyl-1-oxobutan-2-yl)-4-methoxyphenylsulfonamido)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 
• 1372163-84-2 11β-(4-{2-[(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl)-methyl-amino]-ethoxy}-phenyl)-estra-1,3,5(10)-triene-3,17β-diol 
• 1347750-79-1 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethanethiol 

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