86770-67-4

Basic information

• Product Name: 1-AZIDO-3,6,9-TRIOXAUNDECANE-11-OL
• Synonyms: 1-AZIDO-3,6,9-TRIOXAUNDECANE-11-OL;2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethanol;11-Azido-3,6,9-trioxaundecanol;11-Azido-3,6,9-trioxaundecanol solution;1-Azido-3,6,9-trioxaundecan-11-ol solution;2-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}ethanol solution;Azido-PEG4-alcohol;Azido-dPEG4-alcohol
• CAS NO: 86770-67-4
• Molecular Formula: C₈H₁₇N₃O₄
• Molecular Weight: 219.24
• Product Categories: Nitric Oxide Reagents;Cross Linking Reagents
• Mol File: 86770-67-4.mol
• Article Data: 133

Chemical Properties

• Appearance: Pale yellow oil
• Refractive Index: 1.4640 to 1.4680
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Sparingly)
• CAS DataBase Reference: 1-AZIDO-3,6,9-TRIOXAUNDECANE-11-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AZIDO-3,6,9-TRIOXAUNDECANE-11-OL(86770-67-4)
• EPA Substance Registry System: 1-AZIDO-3,6,9-TRIOXAUNDECANE-11-OL(86770-67-4)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-38
• Safety Statements: 16
• Hazardous Substances Data: 86770-67-4(Hazardous Substances Data)

Usage

Description

1-Azido-3,6,9-trioxaundecane-11-ol, also known as Azido-PEG4-alcohol, is an aqueous soluble PEG reagent that contains an azide group and a terminal hydroxyl group. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage, while the hydroxyl group allows for further derivatization or replacement with other reactive functional groups.

Uses

Used in Chemical Synthesis:
1-Azido-3,6,9-trioxaundecane-11-ol is used as a cross-linking and spacer reagent for the formation of stable triazole linkages through Click Chemistry, enabling the creation of complex molecular structures and the modification of various compounds.
Used in Bioconjugation:
In the field of bioconjugation, 1-Azido-3,6,9-trioxaundecane-11-ol serves as a versatile linker molecule, allowing for the attachment of biologically relevant molecules, such as peptides, proteins, or other biomolecules, to various surfaces or supports.
Used in Drug Delivery Systems:
1-Azido-3,6,9-trioxaundecane-11-ol can be utilized in the development of drug delivery systems, where it acts as a spacer and cross-linking agent to improve the stability, solubility, and targeted delivery of therapeutic agents.
Used in Materials Science:
In materials science, 1-Azido-3,6,9-trioxaundecane-11-ol can be employed in the synthesis of functional polymers, dendrimers, and other advanced materials, where its cross-linking and spacer properties contribute to the design and performance of these materials.

InChI:InChI=1/C8H17N3O4/c9-11-10-1-3-13-5-7-15-8-6-14-4-2-12/h12H,1-8H2

Upstream product

• 172531-37-2 11-azido-3,6,9-trioxaundecanoic acid 
• 198210-37-6 2,2-dimethyl-3,3-diphenyl-4,7,10,13-tetraoxa-3-silapentadecan-15-ol 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 96922-86-0 1,21-diphenyl-2,5,8,11,14,17,20-heptaoxahenicosane 
• 2615-15-8 pentaethylene glycol 
• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 65883-12-7 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl methanesulfonate 
• 507-09-5 thioacetic acid 
• 112-60-7 Tetraethylene glycol 
• 868594-38-1 1-azido-11-(triphenylmethyloxy)-3,6,9-undecane 
• 145927-74-8 azido-11-tetrahydropyranyloxy-3,6,9-trioxaundecane 
• 124-63-0 methanesulfonyl chloride 
• 134179-41-2 1-<(tert-butyldimethylsilyl)oxy>-11-<(methanesulfonyl)-oxy>-3,6,9-trioxaundecane 

Downstream Products

• 352439-36-2 α-(2-azidoethyl)-ω-hydroxyhexa(oxyethylene) 
• 1637297-21-2 59-azido-3,6,9,12,15,18,21,24,27,30,33,36,39,42,45,48,51,54,57-nonadecaoxanonapentacontan-1-ol 
• 201467-81-4 14-azido-3,6,9,12-tetraoxa-1-tetradecanoic acid 

Relevant articles and documents

Lipoic acid based core cross-linked micelles for multivalent platforms: Design, synthesis and application in bio-imaging and drug delivery

Natural lipoic acid derived small-molecule amphiphiles self-assemble into micelles in water. The presence of numerous disulfides accumulated in the core makes the micelles readily cross-linked to achieve the establishment of core cross-linked micelles (CCMs). Thanks to the inherent biocompatibility, the resulting lipoic acid based CCMs (LA-CCMs) are good multivalent platforms for biomedical applications.

Synthesis and cation-mediated electronic interactions of two novel classes of porphyrin-fullerene hybrids

The efficient synthesis as well as computational and photophysical studies of two novel classes of prophyrin-C6-hybrids is reported. A new synthetic methodology which can be efficaciously exploited in the construction of structurally unique con

Nucleophilic transformations of azido-containing carbonyl compoundsviaprotection of the azido group

Nucleophilic transformations of azido-containing carbonyl compounds are discussed. The phosphazide formation from azides and di(tert-butyl)(4-(dimethylamino)phenyl)phosphine (Amphos) enabled transformations of carbonyl groups with nucleophiles such as lithium aluminum hydride and organometallic reagents. The good stability of the phosphazide moiety allowed us to perform consecutive transformations of a diazide through triazole formation and the Grignard reaction.

Gold-Catalyzed Amide/Carbamate-Linked N, O-Acetal Formation with Bulky Amides and Alcohols

A gold-catalyzed N,O-acetal formation was established to construct an amide/carbamate-linked N,O-acetal substructure with bulky alcohols. The acyliminium cation species generated from o-alkynylbenzoic acid ester in the presence of a gold catalyst is highly reactive and underwent nucleophilic attack of various bulky alcohols and phenols at room temperature under neutral conditions, leading to the corresponding N,O-acetals in yields of 34-89% with good functional group tolerance.