745073

N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane

for Copper-free Click Chemistry

• Synonym(s): (1α,8α,9β)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate, BCN-amine
• Empirical Formula (Hill Notation): C₁₇H₂₈N₂O₄
• CAS Number: 1263166-93-3
• Molecular Weight: 324.42
• MDL number: MFCD19705418
• UNSPSC Code: 12352003
• PubChem Substance ID: 329765726
• NACRES: NA.22

Properties

• Quality Level: 100
• form: liquid
• composition: carbon content, 62.94% ; hydrogen content, 8.70% ; nitrogen content, 8.63%
• reaction suitability: reaction type: click chemistry; reagent type: linker
• solubility: water: 1.5 g/L
• density: 1.14 g/cm³ at 20 °C
• functional group: amine
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [H][C@@]12CCC#CCC[C@]1([H])[C@@H]2COC(NCCOCCOCCN)=O
• InChI: 1S/C17H28N2O4/c18-7-9-21-11-12-22-10-8-19-17(20)23-13-16-14-5-3-1-2-4-6-15(14)16/h14-16H,3-13,18H2,(H,19,20)/t14-,15+,16-
• InChI key: YZGOWXGENSKDSE-MUJYYYPQSA-N

Description

Application

Amine functionalized cyclooctyne derivative. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition reactions. This strained cyclooctyne will react with azide functionalized compounds or biomolecules without the need for a copper catalyst to result in a stable triazole linkage.

N-[(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyloxycarbonyl]-1,8-diamino-3,6-dioxaoctane may be used to functionalize hyaluronic acid with bicyclo[6.1.0]nonyne (BCN) for the development of responsive HA-based physical hydrogels with tunable properties.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable