127661-01-2

Basic information

• Product Name: N,N-Bis[1(2)H-tetrazol-5-yl]amine
• Synonyms: 2H-Tetrazol-5-aMine, N-2H-tetrazol-5-yl-;BIS(1H-TETRAZOL-5-YL)-AMINE;N,N-Bis[1(2)H-tetrazol-5-yl]amine;Bis(5-tetrazolyl)amine;Bis(tetrazol-5-yl)amine;Bis[1(2)H-tetrazol-5-yl]amine;N-(1H-Tetrazol-5-yl)-1H-tetrazol-5-amine;N-1H-Tetrazol-5-yl-1H-tetrazolyl-5-amine
• CAS NO: 127661-01-2
• Molecular Formula: C₂H₃N₉
• Molecular Weight: 153.10552
• Mol File: 127661-01-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: >220 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 531.2 °C at 760 mmHg
• Flash Point: 275 °C
• Appearance: /
• Density: 2.142
• PKA: 2.32±0.10(Predicted)
• CAS DataBase Reference: N,N-Bis[1(2)H-tetrazol-5-yl]amine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Bis[1(2)H-tetrazol-5-yl]amine(127661-01-2)
• EPA Substance Registry System: N,N-Bis[1(2)H-tetrazol-5-yl]amine(127661-01-2)

Safety Data

• Hazardous Substances Data: 127661-01-2(Hazardous Substances Data)

Usage

General Description

N,N-Bis[1(2)H-tetrazol-5-yl]amine, also known as L-NNH, is an organic compound with the chemical formula C4H4N10. It is a derivative of tetrazole, a class of organic compounds containing a five-membered ring of four nitrogen atoms and one carbon atom. L-NNH is a high-nitrogen compound with potential applications in the field of energetic materials and propellants. It is known for its high nitrogen content and its ability to release energy rapidly, making it a promising candidate for use in rocket propellants and explosives. Additionally, L-NNH has been studied for its potential use in pharmaceuticals as an anti-cancer agent due to its ability to selectively target cancer cells. However, further research is needed to fully understand and exploit the potential applications of this compound.

Upstream product

• 4407-48-1 2,4-bis(azido)-6-methoxy-1,3,5-triazine 
• 127661-00-1 2,4-diazido-6-ethoxy-1,3,5-triazine 
• 127660-99-5 2,4-diazido-6-cyanomethoxy-1,3,5-triazine 
• 178971-07-8 2,4-Diazido-6-trichloromethyl-[1,3,5]triazine 
• 1934-75-4 sodium dicyanamide 
• 504-66-5 dicyandiamide 

Downstream Products

• 74-90-8 hydrogen cyanide 
• 124-38-9 carbon dioxide 

Relevant articles and documents

Chlorine anion-π and π--π- interactions in two tetrazolyl derivative based Cu2+ complexes and quantum chemical calculations

Two bis(tetrazolyl)amine (H2BTA) and 5,5′-azotetrazolate (AT) based Cu2+ supramolecular complexes [Cu(H2BTA)Cl 2(H2O)]·2H2O (1) and [Cu 2(AT)2(pn)3]·2H2O (2) (pn = 1,3-diaminopropane) have been synthesized and characterized by single crystal X-ray diffraction analysis. In 1, each Cu2+ ion displays a tetragonal pyramidal structure and an anion-π of Cl--π interaction has been observed. The Cl--π binding interaction together with O-H?Cl, N-H?Cl, N-H?O and O-H?N four hydrogen bonds link the complex units and lattice water molecules to form a 3D supramolecular network structure. In 2, the Cu2+ ions show an elongated octahedral structure and a 1D chain structure bridged by μ2-trans-AT 2- ligands is found. An unusual face-to-face π-- π- stacking interaction between trans-AT2- anions in 2 is found. Complex 2 also exhibits a 3D supramolecular structure in which the π--π- stacking, O-H?N and N-H?O hydrogen bonding and electrostatic interactions are responsible for the stabilization of the complex. The aqueous solution of 2 shows photochromic property. The Cl--π and π--π- interaction energies in 1 and 2 were calculated at MP2 level using gaussian 09 suite and demonstrated.

Bistetrazolylamines - Synthesis and characterization

The acid-catalyzed cyclization reaction of sodium dicyanamide and sodium azide in the ratio of 1: 2 afforded 5,5′-bis(1H-tetrazolyl)amine (H 2bta, 2) in high yield (88%) as the monohydrate. Dehydration of 2·H2O at elevated temperatur

Tetranuclear complexes composed of dinickel(II) macrocyclic fragments bridged by 5,5′-(1,3-phenylene)bis-1H-tetrazolato and N,N-bis(tetrazol-5- ato)amine coligands: Synthesis, structures and magnetic properties

The dinuclear nickel(II) complex [Ni2LCl]+, where L2- represents a 24-membered macrocyclic hexamine-dithiophenolate ligand, reacts with 5,5′-(1,3-phenylene)bis-1H-tetrazole and N,N-bis(tetrazol-5-yl)amine to give the tetranuclear complexes [(Ni 2L)2(N4C-X-CN4)]+, where X = 1,3-C6H4 (1) and NH (2). The new complexes were both isolated as perchlorate or tetraphenylborate salts and characterized by elemental analysis, UV/Vis, IR spectroscopy, and X-ray analysis. The crystal structures of the tetraphenylborate salts show bridging bistetrazolato moieties joining two dinuclear [Ni2L]2+ fragments through their ring N2 and N3 atoms. Temperature-dependent magnetic susceptibility measurements reveal the presence of weak ferromagnetic exchange interactions between the NiII ions in the binuclear [Ni2L]2+ subunits with magnetic exchange coupling constant values of J1 = 16.6 cm -1 for 1[BPh4]2, and J1 = 16.8 cm-1 for 2[BPh4]2 (H = -2JS1S 2). The exchange coupling constant J2 across the bistetrazolato bridge in both compounds is less than 0.1 cm-1, which suggests that no significant interdimer coupling occurs across the linking tetrazolato moieties.

Synthesis, structure, magnetic properties and DFT calculations of novel bis-(5-tetrazolyl)amine copper(II) complexes

Four new multidimensional copper(II) complexes [Cu(BTA)(2,2′-bipy) H2O] (1), [Cu(BTA)(1,10′-phen)] (2), [Cu2(BTA) 2(H2O)4] (3) and [Cu(BTA)(en)]n (4) have been synthesized by conventional and hydrothermal reactions of the bis(5-tetrazolyl)amine (H2BTA) with copper(II) salts in the presence of different ancillary ligands. X-ray diffraction studies on these compounds show 1 and 2 are mononuclear entities, in which the BTA ligand acts in a chelate coordination mode and the copper atoms exhibit a coordination environment intermediate between trigonal-bipyramidal and square-pyramidal for 1 and between square-planar and tetrahedral for 2. Complex 3 consists of centrosymmetric dinuclear molecules with the ligand acting in a μ2-1,1′:2 chelate/bridging tridentate coordination mode and 4 is a linear zigzag neutral chain bearing a BTA bridging ligand in a μ2-1,1′:3 chelate/bridging tridentate coordination mode. Complexes 3 and 4 exhibit antiferromagnetic and very weak ferromagnetic interactions, respectively. DFT calculations have been performed in order to explain their respective magnetic behaviors.