2-[Bis(2-hydroxyethyl)ammonio]ethanesulfonate

Base Information

• Chemical Name: 2-[Bis(2-hydroxyethyl)ammonio]ethanesulfonate
• CAS No.: 10191-18-1
• Molecular Formula: C6H15NO5S
• Molecular Weight: 213.255
• Hs Code.: 29221980
• Mol file: 10191-18-1.mol

Synonyms:CHEBI:39045;2-[bis(2-hydroxyethyl)ammonio]ethanesulfonate

Chemical Property of 2-[Bis(2-hydroxyethyl)ammonio]ethanesulfonate

Chemical Property:

• Appearance/Colour: White/clear powder
• Vapor Pressure: 0.001Pa at 25℃
• Melting Point: 150-155 °C
• Refractive Index: 1.548
• PKA: 7.1(at 25℃) 7.15(at 20℃)
• PSA: 106.45000
• Density: 1.437 g/cm³
• LogP: -0.75840
• Storage Temp.: Store at RT.
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: Soluble
• XLogP3: -4.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 213.06709375
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

99%, ^*data from raw suppliers

BES ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)[NH+](CCO)CCS(=O)(=O)[O-]
• General Description: 2-[Bis(2-hydroxyethyl)ammonio]ethanesulfonate (H3bes) is a biological buffer repurposed as a ligand in coordination chemistry, forming water-soluble CuII/Na coordination polymers with [Cu4(Hbes)4] cores. These polymers facilitate mild hydrocarboxylation of alkanes like propane and butane to carboxylic acids under gentle conditions, achieving high yields. The study highlights H3bes's versatility in synthetic chemistry and its role in enabling efficient oxidative functionalization of inert hydrocarbons.

Technology Process of 2-[Bis(2-hydroxyethyl)ammonio]ethanesulfonate

There total 6 articles about 2-[Bis(2-hydroxyethyl)ammonio]ethanesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-[bis(2-hydroxyethyl)-amino]-ethanesulfonic acid 4-(tert-butyldiphenylsilanyloxy)-2,2-dimethylbutyl ester → 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid (10191-18-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 48h;

DOI:10.1039/b614333d

Reference yield: 80.0%

sodium N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonate (66992-27-6) → 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid (10191-18-1)

Guidance literature:

With water;

Reference yield:

sodium bromoethanesulphonate + ethanolamine (141-43-5) → 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid (10191-18-1)

Guidance literature:

With hydrogenchloride; In water;

upstream raw materials:

oxirane

Tau

ethene-sulfonate d'isopropyle

2,2'-iminobis[ethanol]

Downstream raw materials:

[Cu₄(N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid(-2H))4(4-HOC₆H₄COO)(Na(H₂O)4)](n)

[Cu₄(N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid(-2H))4(2-MeOC₆H₄COO)(Na(H₂O)2)](n)*nH₂O

N,N-bis(2-chloroethyl)aminoethanesulfonic acid

Refernces

Bringing an old biological buffer to coordination chemistry: New 1D and 3D coordination polymers with [Cu₄(Hbes)₄] cores for mild hydrocarboxylation of alkanes

10.1021/ic1007999

The study explores the use of the biological buffer H3bes, N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid, in synthetic coordination chemistry to create new water-soluble 1D and 3D CuII/Na coordination polymers 1-3 with [Cu4(Hbes)4] cores. These polymers are generated through aqueous-medium self-assembly using copper(II) nitrate as the metal source, H3bes as the main ligand, benzoic acid derivatives as auxiliary ligands, and sodium hydroxide to regulate pH. The polymers' structures feature tetracopper(II) cores that promote mild hydrocarboxylation of gaseous alkanes like propane and butane to carboxylic acids in the presence of CO and H2O, achieving yields up to 95%. This research not only introduces H3bes as a novel ligand in coordination chemistry but also demonstrates the potential of these water-soluble copper complexes for the oxidative functionalization of inert alkanes under mild conditions.