1221072-21-4

Basic information

• Product Name: 5-(azidomethyl)-1,2,3-tris(dodecyloxy)benzene
• Synonyms: 5-(azidomethyl)-1,2,3-tris(dodecyloxy)benzene
• CAS NO: 1221072-21-4
• Molecular Weight: 686.119
• Mol File: 1221072-21-4.mol

Chemical Properties

• CAS DataBase Reference: 5-(azidomethyl)-1,2,3-tris(dodecyloxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(azidomethyl)-1,2,3-tris(dodecyloxy)benzene(1221072-21-4)
• EPA Substance Registry System: 5-(azidomethyl)-1,2,3-tris(dodecyloxy)benzene(1221072-21-4)

Safety Data

• Hazardous Substances Data: 1221072-21-4(Hazardous Substances Data)

Upstream product

• 138433-00-8 3,4,5-tris(dodecyloxy)benzyl alcohol 
• 123126-39-6 methyl [3,4,5-tris(n-dodecan-1-yloxy)]benzoate 
• 117241-30-2 ethyl 3,4,5-tri(dodecyloxy)benzoate 
• 831-61-8 Ethyl gallate 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 117241-31-3 3,4,5-tridodecyloxy benzoic acid 
• 143-15-7 1-dodecylbromide 
• 99-24-1 methyl galloate 
• 162709-84-4 3,4,5-tris(n-dodecan-1-yloxy)benzyl chloride 

Downstream Products

• 1221072-18-9 C₁₄₁H₂₄₃N₉O₉ 
• 752771-80-5 (3,4,5-tris(dodecyloxy)phenyl)methanamine 

Relevant articles and documents

Synthesis and self-assembly of bent core polycatenar mesogens with binding selectivity to Hg2+

Bent core polycatenar mesogens, consisting of a methylene central core and two 1,2,3-triazole dendronic wings, have been synthesized via a copper-catalyzed azide-alkyne click reaction and investigated by polarizing microscopy, DSC, XRD scattering, SEM and photoluminescence measurements. All these compounds can self-assemble into thermotropic micellar liquid crystalline phases in the bulk state and form organogels in various organic solvents. They also show binding selectivity to Hg2+ among a series of cations in CH3CN-CH2Cl2 solution.

Rational Design of Supramolecular Dynamic Protein Assemblies by Using a Micelle-Assisted Activity-Based Protein-Labeling Technology

The self-assembly of proteins into higher-order superstructures is ubiquitous in biological systems. Genetic methods comprising both computational and rational design strategies are emerging as powerful methods for the design of synthetic protein complexes with high accuracy and fidelity. Although useful, most of the reported protein complexes lack a dynamic behavior, which may limit their potential applications. On the contrary, protein engineering by using chemical strategies offers excellent possibilities for the design of protein complexes with stimuli-responsive functions and adaptive behavior. However, designs based on chemical strategies are not accurate and therefore, yield polydisperse samples that are difficult to characterize. Here, we describe simple design principles for the construction of protein complexes through a supramolecular chemical strategy. A micelle-assisted activity-based protein-labeling technology has been developed to synthesize libraries of facially amphiphilic synthetic proteins, which self-assemble to form protein complexes through hydrophobic interaction. The proposed methodology is amenable for the synthesis of protein complex libraries with molecular weights and dimensions comparable to naturally occurring protein cages. The designed protein complexes display a rich structural diversity, oligomeric states, sizes, and surface charges that can be engineered through the macromolecular design. The broad utility of this method is demonstrated by the design of most sophisticated stimuli-responsive systems that can be programmed to assemble/disassemble in a reversible/irreversible fashion by using the pH or light as trigger.

Coumarin-based emissive hexacatenars: synthesis, 2D and 3D self-assembly and photodimerization

The first examples of unsymmetric coumarin polycatenar liquid crystals consisting of a coumarin central core with 1,2,3-triazole dendritic wings on both sides were synthesized via click reaction. Their properties were investigated using POM, DSC, XRD, SEM

Self-assembly and solid-state polymerization of butadiyne derivatives with amide and trialkoxyphenyl groups

Three butadiyne derivatives with amide and tri(dodecyloxy)-phenyl (TDP) groups were synthesized, and four solidification methods were applied to obtain their self-assembling states in various conditions. The solids obtained were characterized by the solid-state polymerization behaviors, stretching vibration wavenumbers of N-H bonds of amide groups, powder X-ray diffraction, the thermal behaviors, and scanning electron microscope (SEM) observations. We found that all compounds had at least two polymorphs. Property differences between two polymorphs depended on the compounds. Two compounds showed clear differences in UV-vis spectra of the photo-polymerized solids, i.e., the polydiacetylene (PDA) structure, and irregularly polymerized form, or two PDA structures. The remaining compound showed the same PDA absorption but the monomer melting points were different. All compounds gave the gels in various organic solvents because of the molecular design with amide and TDP groups. SEM observation clarified the relationship between gel appearance and the nanostructures.

Unusual C-I?O halogen bonding in triazole derivatives: Gelation solvents at two extremes of polarity and formation of superorganogels

To investigate the influence of halogen bond (XB) on the gelation of a one-component organogel system, a new family of 5-iodo-1H-1,2,3-triazole and 1H-1,2,3-triazole gelators was designed and synthesized. The iodo gelators (1I, 3I) gelled various solvents at low concentrations and formed many superorganogels, whereas the hydrogenous gelators (1H, 3H) showed much poorer gelling performance. An X-ray analysis of the single crystals of two reference compounds (16I, 16H) reveals that the unusual C-I?O XB interaction is responsible for this difference. The results of spectroscopic examinations (XRD, SEM, 1H NMR, and UV) are well consistent with those of single-crystal analyses. Under the guidance of the XB interaction and the weak π-π interaction, 1I and 3I self-assemble to hexagonal columnar aggregations in the gel state, whereas 1H and 3H, driven by CH-π interactions, feature the formation of gels with a lamellar structure. The mechanical property of iodo gels is much better than that of hydrogenous gels under the same concentration. Gels from 1I respond to the stimuli of Hg2+, Cu2+, Zn2+, and Mg2+ as perchlorate salts, and gels from 1H are selectively responsive to Hg2+ solely.

Polycatenar Ligand Control of the Synthesis and Self-Assembly of Colloidal Nanocrystals

Hydrophobic colloidal nanocrystals are typically synthesized and manipulated with commercially available ligands, and surface functionalization is therefore typically limited to a small number of molecules. Here, we report the use of polycatenar ligands d

Self-Assembly of Amphiphilic Janus Dendrimers into Mechanically Robust Supramolecular Hydrogels for Sustained Drug Release

Compounds that can gelate aqueous solutions offer an intriguing toolbox to create functional hydrogel materials for biomedical applications. Amphiphilic Janus dendrimers with low molecular weights can readily form self-assembled fibers at very low mass pr

Triblock polyphiles through click chemistry: Self-assembled thermotropic cubic phases formed by micellar and monolayer vesicular aggregates

Three series of triblock polyphiles consisting of a rigid 4-phenyl-1,2,3-triazole or 1,4-diphenyl-1,2,3-triazole core with three lipophilic and flexible alkoxyl chains at one end and a polar glycerol group at the opposite end were synthesized by copper-ca

Self-assembly of dendronized perylene bisimides into complex helical columns

The synthesis of perylene 3,4:9,10-tetracarboxylic acid bisimides (PBIs) dendronized with first-generation dendrons containing 0 to 4 methylenic units (m) between the imide group and the dendron, (3,4,5)12G1-m-PBI, is reported. Structural analysis of thei

Design, synthesis, and self-assembly behavior of C3-symmetry discotic molecules via click chemistry

We prepared a series of C3-symmetry discogens with three 1,2,3-triazoles and a central benzene ring by a copper-catalyzed "click reaction" between 1,3,5-triethynylbenzene and 3,4,5-trialkoxybenzyl azides. According to the differential scanning