134179-38-7

Basic information

• Product Name: 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE
• Synonyms: 1-Amino-11-azido-3,6,9-trioxaundecane, 2-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}ethylamine, O-(2-Aminoethyl)-Oμ-(2-azidoethyl)diethylene glycol;1-Amino-11-azido-3,6,9-trioxaundecane;11-Azido-3,6,9-trioxaundecane-1-amine;N3-PEG3-CH2CH2NH2;11-Azido-3,6,9-trioxaundecylamine;2-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}ethylamine, 1-Amino-11-azido-3,6,9-trioxaundecane;1-Amino-11-azido-3,6,9-trioxaundecane 11-Amino-3,6,9-trioxaundecanyl Azide;11-Azido-3,6,9-trioxaundecan-1-aMine technical, >=90% (GC)
• CAS NO: 134179-38-7
• Molecular Formula: C₈H₁₈N₄O₃
• Molecular Weight: 218.25
• Product Categories: Nitric Oxide Reagents;Cross Linking Reagents;Polyethyleneglycol Derivatives;Aliphatics;Amines;Phosphorylating and Phosphitylating Agents
• Mol File: 134179-38-7.mol
• Article Data: 47

Chemical Properties

• Boiling Point: 198-202°C
• Appearance: Yellow to Pale Brown/Viscous Liquid
• Density: 1.10 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.470
• Storage Temp.: Amber Vial, Refrigerator, Under Inert Atmosphere
• BRN: 4745506
• CAS DataBase Reference: 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE(134179-38-7)
• EPA Substance Registry System: 11-AZIDO-3 6 9-TRIOXAUNDECAN-1-AMINE(134179-38-7)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2735 8/PG 3
• WGK Germany: 3
• F: 10-34
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 134179-38-7(Hazardous Substances Data)

Usage

Description

11-AZIDO-3,6,9-TRIOXAUNDECAN-1-AMINE, also known as Amino-PEG3-azide, is a bifunctional polyethylene glycol (PEG) linker that features an amino group and an azide group. The hydrophilic PEG spacer enhances solubility in aqueous media, and the amino group is reactive with various functional groups such as carboxylic acids, activated NHS esters, and carbonyls. The azide group can participate in Click Chemistry reactions with alkyne, BCN, and DBCO to form a stable triazole linkage. This versatile compound is a very pale yellow oil.

Uses

Used in Bioconjugation Applications:
11-AZIDO-3,6,9-TRIOXAUNDECAN-1-AMINE is used as a PEG derivative for the direct conjugation of biological molecules through an amide linkage (or via the corresponding isothiocyanate). Its free amine allows for the attachment of small organic molecules, while the azide can be reduced to an amine for further conjugation to other molecules.
Used in Synthesis of Heterobifunctional Compounds:
In the field of organic chemistry, 11-AZIDO-3,6,9-TRIOXAUNDECAN-1-AMINE is used as a building block for the synthesis of heterobifunctional compounds. Its reactivity with small organic molecules enables the creation of novel conjugates with tailored properties.
Used in Polymer Science:
11-AZIDO-3,6,9-TRIOXAUNDECAN-1-AMINE is used as an azide with polyethylene glycol-like characteristics for the preparation of azide-functionalized polymers via click reaction. This allows for the development of new materials with specific functionalities and improved properties.
Used in Molecular Probes and Lectin Studies:
In the biological research industry, 11-AZIDO-3,6,9-TRIOXAUNDECAN-1-AMINE has been utilized in the synthesis of mannose-fluorescein conjugates. These conjugates are essential for studying cell-surface mannose-specific lectins, providing insights into cellular recognition and signaling processes.

InChI:InChI=1/C8H18N4O3/c9-1-3-13-5-7-15-8-6-14-4-2-11-12-10/h1-9H2

Upstream product

• 134179-44-5 2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)isoindoline-1,3-dione 
• 101187-39-7 1,11-diazido-3,6,9-trioxaundecane 
• 112-60-7 Tetraethylene glycol 
• 77544-60-6 p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester 
• 86770-67-4 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol 
• 134179-43-4 11-azide-1-{(methylsulfonyl)oxy}-3,6,9-trioxaundecane 
• 55400-73-2 ((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate 
• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 134179-40-1 tetraethyleneglycol mono(tert-butyldimethylsilyl)ether 
• 134179-41-2 1-<(tert-butyldimethylsilyl)oxy>-11-<(methanesulfonyl)-oxy>-3,6,9-trioxaundecane 
• 134179-42-3 1-azido-11-<(tert-butyldimethylsilyl)oxy>-3,6,9-trioxaundecane 
• 65883-12-7 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl methanesulfonate 

Downstream Products

• 239081-44-8 [allyloxycarbonylmethyl-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl)-amino]-acetic acid allyl ester 
• 951671-87-7 C₁₄H₂₀N₆O₇ 
• 940005-81-2 N-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethyl)-2-bromoacetamide 
• 134179-46-7 1-amino-11-<<2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)ethyl>amino>-3,6,9-trioxaundecane 
• 134179-39-8 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-5-(3-{2-[2-(2-{2-[2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-ethylamino]-ethoxy}-ethoxy)-ethoxy]-ethyl}-thioureido)-benzoic acid 
• 1004751-64-7 C₄₈H₆₁N₁₁O₇ 
• 1039152-01-6 N-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethyl)-4-(1-hydroxyethyl)-3-nitrobenzamide 
• 875770-34-6 N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]biotinamide 
• 1167434-90-3 2-bromo-2-methyl-propionic acid 4-[(2-2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy-ethylcarbamoyl)-methoxy]-benzyl ester 
• 1191052-87-5 (Z)-N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-4-(3-((5-(4-bromophenyl)furan-2-yl)methylene)-2-oxo-5-phenyl-2,3-dihydro-1H-pyrrol-1-yl)benzamide 
• 1204939-73-0 N-(9-(2-(4-(1-azido-13-oxo-3,6,9-trioxa-12-azahexadecane)piperazine-1-carbonyl)phenyl)-6-(diethylamino)-3H-xanthen-3-ylidene)-N-ethylethanaminium 
• 1207170-36-2 C₁₇H₂₂F₃N₅O₅ 
• 1234367-84-0 1-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-3-(3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yI)phenyI)urea 
• 1234367-80-6 N-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)aniline 

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