3314-32-7

Basic information

• Product Name: 1,2-BIS(1H-BENZIMIDAZOL-2-YL)ETHANE-1,2-DIOL
• Synonyms: 1,2-BIS(1H-BENZIMIDAZOL-2-YL)ETHANE-1,2-DIOL;1,2-ETHANEDIOL, 1,2-DI(1H-BENZIMIDAZOL-2-YL)-;AKOS BBS-00000223;AKOS BC-1750;TOSLAB 148612;Albb-005279;1,2-bis(1H-benzo[d]imidazol-2-yl)ethane-1,2-diol
• CAS NO: 3314-32-7
• Molecular Formula: C₁₆H₁₄N₄O₂
• Molecular Weight: 294.31
• Mol File: 3314-32-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 726.7°Cat760mmHg
• Flash Point: 393.3°C
• Appearance: /
• Density: 1.542g/cm³
• Vapor Pressure: 3.65E-22mmHg at 25°C
• Refractive Index: 1.834
• CAS DataBase Reference: 1,2-BIS(1H-BENZIMIDAZOL-2-YL)ETHANE-1,2-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BIS(1H-BENZIMIDAZOL-2-YL)ETHANE-1,2-DIOL(3314-32-7)
• EPA Substance Registry System: 1,2-BIS(1H-BENZIMIDAZOL-2-YL)ETHANE-1,2-DIOL(3314-32-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 3314-32-7(Hazardous Substances Data)

Usage

General Description

1,2-BIS(1H-BENZIMIDAZOL-2-YL)ETHANE-1,2-DIOL, also known as BIS-TRIS, is a chemical compound commonly used as a buffering agent in biological and biochemical research. It is a derivative of benzimidazole and ethane-1,2-diol, and has a molecular formula of C17H20N4O6. BIS-TRIS is highly soluble in water and is often used as a component in buffer solutions due to its ability to maintain a constant pH level within a specific range. It is also known for its stability over a wide range of temperatures and pH levels, making it a versatile and reliable component in various laboratory applications.

InChI:InChI=1/C16H14N4O2/c21-13(15-17-9-5-1-2-6-10(9)18-15)14(22)16-19-11-7-3-4-8-12(11)20-16/h1-8,13-14,21-22H,(H,17,18)(H,19,20)

Upstream product

• 615-28-1 o-phenylenediamine dihydrochloride 
• 87-69-4 tartaric acid 
• 95-54-5 1,2-diamino-benzene 
• 147-71-7 D-tartaric acid 
• 87-69-4 L-Tartaric acid 

Downstream Products

• 1345456-47-4 SnPh₂Cl(1,2-bis(1H-benzimidazol-2-yl)ethane-1,2-diol(-1H)) 

Relevant articles and documents

Single-crystal metal-organic microtubes self-assembled from designed D 3 symmetrical nanoclusters with a capped triple-helix pentanuclear M5O6 core

Single-crystal metal-organic microtubular architectures have been fabricated from designed D3 symmetrical nano clusters with a capped triple-helix pentanuclear M5O6 core under hydrothermal conditions. The Royal Society of Chemistry.

1,2-Bis(2-benzimidazolyl)-1,2-ethanediol, a chiral, tridentate, facially coordinating ligand

The ligand 1,2-bis(1H-benzimidazol-2-yl)-1,2-ethanediol, 1, and its methylated derivative 2 are readily synthesized from tartaric acid, and act as chiral, facially coordinating tridentate ligands, forming complexes of composition ML2 with octahedral transition metals. The copper(II) complexes show distorted 4 + 2 coordination with benzimidazoles occupying the equatorial sites and alcohol functions weakly binding in the axial sites. Nickel(II) complexes in three different states of protonation show regular octahedral geometry with the alcohols mutually cis. Deprotonation of the coordinated alcohol produces little structural change but the monodeprotonated complex forms a hydrogen bonded dimer. Magnetic measurements show the hydrogen bonded bridge to offer a pathway for weak antiferromagnetic coupling. UV-Visible spectroscopy shows the ligand to have a field intermediate between water and pyridine. The diastereoselectivity of complexation depends on the geometry: nickel(II) shows a weak preference for the homochiral complex, whereas copper(II) forms almost exclusively homochiral complexes.

Two novel olefin-copper(I) coordination polymers with DHDAB as building blocks

As stable organometallic moieties, olefin-copper(I) coordination polymers are of interesting properties. In this study, bioactive benzo[d]imidazol derivative 2,2′-(1,2-dihydroxyethane-1,2-diyl) bis(1,3-diallyl-3H-benzo[d]imidazol-1-ium) bromide (DHDAB) an

DNA interaction and anticancer evaluation of new palladium(II), platinum(II) and silver(I) complexes based on (Δ)- and (Λ)-1,2–bis-(1H-benzimidazol-2-yl)-1,2-ethanediol enantiomers

The synthesis of some new palladium(II), platinum(II) and silver(I) complexes based on (Δ)- and (Λ)-1,2–bis-(1H-benzimidazol-2-yl)-1,2-ethanediol (Δ-H2bie and Λ-H2bie) enantiomers in the absence and presence of the N,N-chelates 2,2′-bipyridyl and 9,10-phenanthroline, and triphenylphosphine is reported. The molecular structures of the new complexes are discussed on the basis of their IR, Raman, UV–Vis, NMR (1H, 13C and 31P) and mass spectra, elemental analyses, molar conductivities and TGA properties. Both Δ-H2bie and Λ-H2bie coordinate to the metal ions in a neutral bidentate manner through the azomethine-N and protonated hydroxy-O atoms, while in basic media, Δ-Hbie? and Λ-Hbie? are bound to the metal ions through the azomethine-N and deprotonated-O atoms as mono-negative bidentate chelating ligands. The in vitro anticancer activity of the complexes has been evaluated against the human breast cancer (MDA-MB231) and ovarian cancer (OVCAR-8) cell lines. The Δ-H2bie complexes are more active against the studied cell lines. The IC50 values for cell growth proliferation of [Ag(PPh3)(Λ-H2bie)]ClO4 and [Ag(PPh3)(Δ-Hbie)] are 0.443 and 1.277 μM, and 0.427 and 1.437 μM for the MDAMB231 and OVCAR-8 cell lines, respectively. The corresponding IC50 values for cisplatin were 3.20 (MDA-MB231) and 2.28 (OVCAR-8) μM. The DNA-binding properties of some of the complexes have been studied using circular dichroism (CD) spectroscopy. The results indicate that the complexes may have intercalative CT-DNA binding capabilities. The intercalation of the Δ-enantiomers appears to be greater than is that for the Λ-enantiomers. Insertion of the complexes into adjacent base pairs prevents neighboring base pairs from close stacking.