51-46-7

Basic information

• Product Name: 1,3,5,7-Tetraazatricyclo[3.3.2.23,7]dodecane
• Synonyms: 1,3,5,7-Tetraazatricyclo[3.3.2.23,7]dodecane;1,3,6,8-Tetraazatricyclo[4.4.1.13,8]dodecane
• CAS NO: 51-46-7
• Molecular Formula: C₈H₁₆N₄
• Molecular Weight: 168.23944
• Mol File: 51-46-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 195-200 °C
• Boiling Point: 287.19°C (rough estimate)
• Flash Point: 114°C
• Appearance: /
• Density: 1.1020 (rough estimate)
• Vapor Pressure: 0.00526mmHg at 25°C
• Refractive Index: 1.5872 (estimate)
• PKA: 6.47±0.20(Predicted)
• CAS DataBase Reference: 1,3,5,7-Tetraazatricyclo[3.3.2.23,7]dodecane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5,7-Tetraazatricyclo[3.3.2.23,7]dodecane(51-46-7)
• EPA Substance Registry System: 1,3,5,7-Tetraazatricyclo[3.3.2.23,7]dodecane(51-46-7)

Safety Data

• Hazardous Substances Data: 51-46-7(Hazardous Substances Data)

Usage

General Description

1,3,5,7-Tetraazatricyclo[3.3.2.23,7]dodecane, also known as TATD, is a heterocyclic compound that contains four nitrogen atoms in its structure. It is used mainly as a complexing agent and stabilizer for metal ions, especially copper and nickel, in various industrial processes. TATD has a cage-like structure that allows it to form stable complexes with metal ions, making it useful in metal plating, catalysis, and as a corrosion inhibitor. It is also used in the synthesis of coordination polymers and as a ligand in coordination chemistry studies. TATD has potential applications in the field of molecular imaging and as a chelating agent in the medical industry. However, due to its limited commercial availability, its use is currently limited to specialized research and industrial applications.

InChI:InChI=1/C8H16N4/c1-2-10-7-11-3-4-12(8-10)6-9(1)5-11/h1-8H2

Upstream product

• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 107-15-3 ethylenediamine 
• 7732-18-5 water 
• 504-74-5 tetrahydroimidazole 

Downstream Products

• 153731-61-4 1,3-bis[2′-hydroxy-5′-chlorobenzyl]imidazolidine 
• 6639-47-0 1,3,5-tris(p-tolyl)hexahydro-s-triazine 
• 32752-37-7 1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane 
• 101-61-1 4,4'-methylene-bis(N,N-dimethylaniline) 
• 39809-82-0 N,N'-bis-(4-nitrophenyl)methanediamine 
• 14265-44-2 Phosphate 
• 1423170-06-2 1⁵,5⁵,9⁵,13⁵-tetrachloro-3,7,11(1,3)-triimidazolidine-1,13⁽¹⁾,5,9(1,3)-tetrabenzenatridecaphane-1²,5²,9²,13²-tetraol 
• 943967-48-4 1,3-bis[2′-hydroxy-5′-chloro-4′-methylbenzyl]imidazolidine 
• 1423170-05-1 1,3-bis[2′-hydroxy-5′-chloro-4′,6′-dimethylbenzyl]imidazolidine 
• 943967-50-8 1,3-bis[4′-hydroxy-3′,5′-dimethylbenzyl]imidazolidine 

Relevant articles and documents

Synthesis and characterization of novel bis-triazenes: 3,8-di[2-aryl-1-azenyl]-1,3,6,8-tetraazabicyclo[4.4.1]undecanes and 1,3-di-2-[(4-methoxyphenyl)-1-diazenyl]imidazolidine. The reaction of diazonium ions with ethylenediamine/formaldehyde mixtures

Reaction of a diazonium salt solution with a mixture of ethylenediamine and an excess of formaldehyde or 1,3,6,8-tetraazatricyclo[4,4,1,13,8]dodecane results in the formation of a novel class of bis-triazenes, the 3,8-di(2-aryl-1-azenyl)-1,3,6,8-tetraazabicyclo[4.4.1]undecanes (6), which have been fully characterized by spectroscopy, elemental analysis, and X-ray crystallography. The X-ray data show that the tetraazabicyclic cage is folded back so that the aryl groups interact by π-π-stacking. The proton NMR spectra are made complex by the presence of three sets of distinctly different diastereotopic methylene groups, which have been assigned by a combination of decoupling and 2D-NMR experiments. In the case involving coupling of the p-anisidine diazonium derivative to ethylenediamine and formaldehyde mixtures, 1,3-di-2-[(4-methoxyphenyl)-1-diazenyl]imidazolidine (8) was the only product isolated. Its structure has been assigned on the basis of 1H and 13C NMR spectra and X-ray crystallography.

Synthesis of 4,5-dihydro-1,6:3,8-dimethano-1,3,6,8-benzotetrazecine

Three-component condensation of formaldehyde, o-phenylenediamine, and ethylenediamine gave for the first time 4,5-dihydro-1,6:3,8-dimethano-1,3,6,8- benzotetrazecine. Its structure was proved by X-ray diffraction analysis. A similar condensation of formaldehyde with a mixture of ethylenediamine and 1,2-diamino-4-methylbenzene yielded 10-methyl-4,5-dihydro-1,6:3,8-dimethano-1,3, 6,8-benzotetrazecine and a condensation with a mixture of o-phenylenediamine and propane-1,2-diamine yielded 4-methyl-4,5-dihydro-1,6:3,8-dimethano-1,3,6,8- benzotetrazecine.

Synthesis of fragrant 3,6-diazahomoadamantan-9-ones

A condensation of tetramethylenediethylenetetramine with 4-phenylbutan-2-one and its derivatives such as 4-(4-hydroxyphenyl)butan-2-one, 4-(4-methoxyphenyl)butan-2-one, and 4-(4-hydroxy-3-methoxyphenyl)butan-2-one led to fragrant compounds: 1-benzyl-3,6-d