18084-64-5

Basic information

• Product Name: 1,4,7,10-TETRABENZYL-1,4,7,10-TETRAAZACYCLODODECANE
• Synonyms: 1,4,7,10-TETRABENZYL-1,4,7,10-TETRAAZACYCLODODECANE;1,4,7,10-tetrabenzylcyclen;1,4,7,10-Tetraazacyclododecane, 1,4,7,10-tetrakis(phenylmethyl)-
• CAS NO: 18084-64-5
• Molecular Formula: C₃₆H₄₄N₄
• Molecular Weight: 532.76
• Mol File: 18084-64-5.mol

Chemical Properties

• Melting Point: 140-142 ºC
• Boiling Point: 639.164 °C at 760 mmHg
• Flash Point: 264.655 °C
• Appearance: white powdery crystal
• Density: 1.086
• Vapor Pressure: 3.11E-16mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 7.59±0.20(Predicted)
• Water Solubility: 5mg/L at 20℃
• CAS DataBase Reference: 1,4,7,10-TETRABENZYL-1,4,7,10-TETRAAZACYCLODODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,7,10-TETRABENZYL-1,4,7,10-TETRAAZACYCLODODECANE(18084-64-5)
• EPA Substance Registry System: 1,4,7,10-TETRABENZYL-1,4,7,10-TETRAAZACYCLODODECANE(18084-64-5)

Safety Data

• Hazardous Substances Data: 18084-64-5(Hazardous Substances Data)

Usage

Uses

Used in Fluoride Receptors:
1,4,7,10-Tetrabenzyl-1,4,7,10-tetraazacyclododecane is used as a fluoride receptor in its solid state. 1,4,7,10-Tetrabenzyl-1,4,7,10-tetraazacyclododecane has a high affinity for fluoride ions, making it a promising candidate for the selective capture and removal of fluoride from various sources, such as industrial wastewater or contaminated groundwater.
Used in Chemical Sensors:
Due to its ability to selectively bind fluoride ions, 1,4,7,10-tetrabenzyl-1,4,7,10-tetraazacyclododecane can be employed as a chemical sensor for detecting and monitoring fluoride concentrations in different environments. This application can be particularly useful in environmental monitoring and public health.
Used in Catalysts:
The unique structure and properties of 1,4,7,10-tetrabenzyl-1,4,7,10-tetraazacyclododecane make it a potential candidate for use as a catalyst in various chemical reactions. Its ability to form stable complexes with metal ions and its tunable electronic properties can be exploited to enhance the efficiency and selectivity of catalytic processes.
Used in Supramolecular Chemistry:
1,4,7,10-Tetrabenzyl-1,4,7,10-tetraazacyclododecane can be utilized in supramolecular chemistry for the construction of complex molecular architectures and assemblies. Its ability to form host-guest complexes with various guest molecules can be employed to create novel materials with unique properties and functions.
Used in Pharmaceutical Industry:
The tetrabenzylated cyclam may also have potential applications in the pharmaceutical industry, as it can be used as a building block for the development of new drugs or drug delivery systems. Its ability to form stable complexes with metal ions and its tunable properties can be exploited to design drugs with improved pharmacokinetics and therapeutic efficacy.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C36H44N4/c1-5-13-33(14-6-1)29-37-21-23-38(30-34-15-7-2-8-16-34)25-27-40(32-36-19-11-4-12-20-36)28-26-39(24-22-37)31-35-17-9-3-10-18-35/h1-20H,21-32H2

Upstream product

• 1074-42-6 1-benzylaziridine 
• 100-44-7 benzyl chloride 
• 294-90-6 1,4,7,10-tetraazacyclododecan 
• 1583306-65-3 C₃₆H₃₆N₄O₄ 
• 1583306-61-9 C₃₆H₃₈N₄O₅ 
• 100-46-9 benzylamine 
• 10045-25-7 1,4,7,10-tetraazacyclododecane tetrahydrochloride 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 

Downstream Products

• 60326-14-9 [Co(1,4,7,10-tetrakisbenzyl-1,4,7,10-tetraazacyclododecane)(NO₃)](NO₃) 
• 1396237-79-8 C₃₆H₄₄AgN₄⁽¹⁺⁾*CF₃O₃S^(1-) 

Relevant articles and documents

THE ANODIC TETRAMERIZATION OF THE N-BENZYLAZIRIDINE : A CHAIN PROCESS

Benzylaziridine is oxidized anodically in organic solvents.The tetramer (tetra-aza-cyclododecane) is obtained in good yield and the electrical consumption is very low.Authors propose a chain process mechanism in comparison with the chemical method.

Enhancement of electrocatalytic abilities toward CO2reduction by tethering redox-active metal complexes to the active site

Tethering metal complexes, like [Ru(bpy)2Cl2] (bpy = 2,2′-bipyridine), which are redox-active at low reduction potentials and have the ability to transfer electrons to another complex, to a [Ni(cyclen)]2+electrocatalyst enhanced the reduction of CO2to CO at low overpotentials. The [Ni(cyclen)]2+electrocatalyst was modified by tethering redox-active metal complexesvia4-methylpyridyl linkers. The redox-active metal complexes were reduced after CO2bound to the active site. In controlled potential electrolysis (CPE) experiments in 95?:?5 (v/v) CH3CN/H2O, [{([Ru]pic)4cyclen}NiCl]5+([Ru]+= {Ru(bpy)2Cl}+; pic = 4-methylpyridyl) could be used to reduce CO2into CO at a turnover frequency (TOF) of 708 s?1with a faradaic efficiency (FE) of 80% at an onset potential of ?1.60 Vvs. NHE. At the same time, this electrocatalyst was active at an onset potential of ?1.25 Vvs. NHE, which is the reduction potential of one of the bpy ligands of the [Ru]+moieties, with FE = 84% and TOF = 178 s?1. When the electrocatalysis was performed using [bn4cyclenNiCl]Cl (bn = benzyl) without tethered redox-active metal complexes, the TOF value was determined to be 8 s?1with FE = 77% at an onset potential of ?1.45 Vvs. NHE. The results show that tethering redox-active metal complexes significantly improves the electrocatalytic activities by lowering the potential needed to reduce CO2

Tetrabenzylcyclen as a receptor for fluoride

A tetraazacyclic ligand, tetrabenzylcyclen (L), was synthesized using an improved method with a higher yield by treatment of cyclen with benzylchloride in the presence of potassium carbonate. The reaction of L with an aqueous solution of fluorosilicic aci

From Cyclic Peptoids to Peraza-macrocycles: A General Reductive Approach

Peraza-macrocycles form chelates of high thermodynamic and kinetic stability useful in diagnostic imaging (MRI, SPECT, PET), in coordination chemistry, and as catalysts. In this letter, we report an advantageous method to prepare these compounds via BHsu

A direct method for the N-tetraalkylation of azamacrocycles

An efficient protocol for the direct synthesis of N-tetraalkylated derivatives of the azamacrocycles cyclam and cyclen has been developed, using a partially miscible aqueous-organic solvent system with propargyl bromide, benzyl bromide, and related halide

Argentivorous molecules: Structural evidence for Ag+-π interactions in solution

Tetra-armed cyclens bearing aromatic side arms were prepared by the reductive amination of cyclen with substituted benzaldehydes. When equimolar amounts of Ag+ ions were added to the ligands, the aromatic rings covered the Ag+ ions i

Oxidation of N-benzyl aziridine by molecular iodine: Competition of electron transfer and heterolytic pathways

Excess N-benzyl aziridine (1) reacts with I2 to afford dimer 2, tetramer 3, benzaldehyde (4), and iodoamine 5. The reaction is interpreted as occurring by both electron transfer (ET) and heterolytic mechanisms. An ET mechanism is substantiated

The oxidation of N-benzylaziridine catalyzed by iron porphyrin: Radical versus electron transfer mechanism

A change in the mechanism of biomimetic oxidation of tertiary amines in response to appropriate structural features of the substrate, emerges from the investigation of the product pattern from N-benzylaziridine under bona fide radical or electron transfer conditions. This substrate is an amine endowed with a high oxidation potential as a result of steric constraint. Consequently, the hydrogen atom transfer route of oxidative N-dealkylation competes favorably with the electron transfer route, which is the mechanism observed for the reaction of conventional tertiary amines with metalloporphyrins and oxygen donors.

Artificial Transport of Amino-acid, Oligopeptide, and Related Anions by Macrocyclic Polyamine-Transition Metal Complex Carriers

Transition-metal complexes of the macrocylic polyamine, 1,4,7,10-tetrabenzyl-1,4,7,10-tetra-azacyclododecane have been shown to be new and powerful 'metallo-carriers' for the transport of amino-acid and oligopeptide derivatives.Their transport properties are generally different from previously reported systems, and are essentially controlled by factors such as the nature of the central metal ion, and the antiport anion.The metallo-carriers described provide both a successful example of artificial oligopeptide transport, and a unique and interesting transport phenomenon across a chloroform liquid membrane.