4444-26-2

Basic information

• Product Name: 1,2,3,4,5,6-Benzenehexamine-3HCl
• Synonyms: 1,2,3,4,5,6-Benzenehexamine-3HCl;benzene-1,2,3,4,5,6-hexamine;1,2,3,4,5,6-Benzenehexamine
• CAS NO: 4444-26-2
• Molecular Formula: C₆H₁₂N₆
• Molecular Weight: 277.5825
• EINECS: -0
• Mol File: 4444-26-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 255 °C (decomp)
• Boiling Point: 469.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.631±0.06 g/cm3(Predicted)
• PKA: 6.51±0.50(Predicted)
• CAS DataBase Reference: 1,2,3,4,5,6-Benzenehexamine-3HCl(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5,6-Benzenehexamine-3HCl(4444-26-2)
• EPA Substance Registry System: 1,2,3,4,5,6-Benzenehexamine-3HCl(4444-26-2)

Safety Data

• Hazardous Substances Data: 4444-26-2(Hazardous Substances Data)

Usage

Description

1,2,3,4,5,6-Benzenehexamine-3HCl, also known as Benzenehexamine, is an organic compound with the chemical formula C6H18ClN6. It is a white crystalline solid that is soluble in water and has a molecular weight of 225.7 g/mol. Benzenehexamine-3HCl is a derivative of benzenehexamine, which is a hexaamine compound with six amine groups attached to a benzene ring. 1,2,3,4,5,6-Benzenehexamine-3HCl is known for its versatile chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
1,2,3,4,5,6-Benzenehexamine-3HCl is used as a reagent in the preparation of 2-(benzimidazol-2-yl)quinoxalines, which are selective antagonists at human A1 and A3 adenosine receptors. These antagonists have potential applications in the treatment of various diseases, such as asthma, chronic obstructive pulmonary disease (COPD), and other conditions related to adenosine receptor activity.
Used in Chemical Synthesis:
Benzenehexamine-3HCl can be used as a building block or intermediate in the synthesis of various organic compounds, including pharmaceuticals, dyes, and other specialty chemicals. Its hexaamine structure allows for multiple points of attachment and functionalization, making it a versatile starting material for the development of new molecules with specific properties and applications.
Used in Research and Development:
Due to its unique chemical structure and properties, 1,2,3,4,5,6-Benzenehexamine-3HCl can be employed in research and development for the exploration of new chemical reactions, mechanisms, and applications. It can serve as a model compound for studying the reactivity of amine groups and their interactions with other molecules, as well as for testing new synthetic methods and techniques.

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 3904, 1986 DOI: 10.1021/jo00370a032

Upstream product

• 3058-38-6 2,4,6-triamino-1,3,5-trinitrobenzene 
• 100-63-0 phenylhydrazine 
• 59127-54-7 benzo<1,2-c:3,4-c':5,6-c''>tris<1,2,5>thiadiazole 
• 2631-68-7 1,3,5-trichloro-2,4,6-trinitrobenzene 
• 108-70-3 1,3,5-trichlorobenzene 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 114396-17-7 dodeca-N-methyl-benzenehexaylhexaamine 
• 79790-37-7 1,4,5,8,9,,12-hexaazatriphenylene 
• 129012-12-0 2,3-Diphenyl-1,4,5,8,9,12-hexaazatriphenylene 
• 129012-13-1 2,3,6,7-Tetraphenyl-1,4,5,8,9,12-hexaazatriphenylene 
• 96355-63-4 1,2,5,6,9,10-hexaphenylbenzo<1,2-b:3,4-b':5,6-b>tripyrazine 
• 114396-24-6 1,3,5-tris(ethylmethylamino)-2,4,6-tris(dimethylamino)benzene 
• 96380-81-3 2,3,6,7,10,11-Hexakis(4-pentylphenyl)dipyrazino<2,3-f:2',3'-h>chinoxalin 
• 96355-66-7 2,3,6,7,10,11-Hexakis(trans-4-heptylcyclohexyl)dipyrazino<2,3-f:2',3'-h>chinoxalin 
• 96355-65-6 2,3,6,7,10,11-Hexakis(4-nonylphenyl)dipyrazino<2,3-f:2',3'-h>chinoxalin 
• 96355-64-5 2,3,6,7,10,11-Hexakis(4-methoxyphenyl)dipyrazino<2,3-f:2',3'-h>chinoxalin 
• 92187-32-1 hexakis(chloroacetamido)benzene 
• 129012-15-3 2,3,7,8-Tetraphenyl-5,10-diamino-1,4,6,9-tetraazaanthracene 
• 129012-14-2 2,3-Diphenyl-5,6,7,8-tetraaminoquinoxaline 
• 114422-56-9 pentakis(dimethylamino)aniline 

Relevant articles and documents

Hexaazatriphenylene-Based Hydrogen-Bonded Organic Framework with Permanent Porosity and Single-Crystallinity

Hydrogen-bonded organic frameworks (HOFs) have drawn unprecedented interest because of their high crystallinity as well as facile process for construction, deconstruction, and reassembly arising from reversible bond formation-dissociation. However, struct

A molecular claw: A dynamic cavitand host

Up for grabs: A modular receptor comprises a hexaazatriphenylene "platform" and three imide residues on its concave side carrying flexible alkane chains. The chains not only populate the host's cavity but can also extend and can grab an appropriately size

Ultrathin two-dimensional π-d conjugated coordination polymer Co3(hexaaminobenzene)2 nanosheets for highly efficient oxygen evolution

Organic two-dimensional (2D) materials with unique optic-electronic properties are attracting great interest for application in functional electronic devices. However, low electronic conductivity and poor stability still are major defects of 2D organic systems. Herein, we demonstrated ultrathin 2D conductive cobalt-hexaaminobenzene metal-organic coordination polymer nanosheets (Co-HAB-NSs) with a thickness of ～4.5 nm. The as-prepared Co-HAB-NSs exhibit a low overpotential (310 mV @ 10 mA cm-2) and high durability in 1 M KOH. The experimental and computational results show that the high electrocatalytic activity is ascribed to the enhanced electrochemically active surface area as well as the dense and stable catalytic active sites of Co-HAB-NSs.

Erratum: Hexaaminobenzene as a building block for a family of 2D coordination polymers (Journal of the American Chemical Society (2017) 139 (19-22) DOI: 10.1021/jacs.6b09889)

Supporting Information, page S2. We regret that we inadvertently omitted a safety note stating that 2,4,6-trinitroaniline (TNA) and 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) are very sensitive and highly explosive. They should be handled with extreme caution. An updated Supporting Information file with this note in place is provided.