175724-27-3

Basic information

• Product Name: N,N-dibenzyl tris(hydroxymethyl)aminomethane
• Synonyms: N,N-dibenzyl tris(hydroxymethyl)aminomethane
• CAS NO: 175724-27-3
• Molecular Weight: 301.386
• Mol File: 175724-27-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N,N-dibenzyl tris(hydroxymethyl)aminomethane(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dibenzyl tris(hydroxymethyl)aminomethane(175724-27-3)
• EPA Substance Registry System: N,N-dibenzyl tris(hydroxymethyl)aminomethane(175724-27-3)

Safety Data

• Hazardous Substances Data: 175724-27-3(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 

Downstream Products

• 882426-59-7 C₆₀H₅₉N₇O₉ 
• 882426-56-4 C₅₁H₆₂N₄O₉ 
• 882426-58-6 dibenzyl-[2-(6'-bromo-[2,2']bipyridinyl-5-ylmethoxy)-1,1-bis-(6'-bromo-[2,2']bipyridinyl-5-ylmethoxymethyl)-ethyl]-amine 
• 882426-55-3 dibenzyl-[2-(6-bromo-pyridin-2-ylmethoxy)-1,1-bis-(6-bromo-pyridin-2-ylmethoxymethyl)-ethyl]-amine 
• 365513-11-7 (3-tert-butoxycarbonylmethoxy-2-tert-butoxycarbonylmethoxymethyl-2-dibenzylamino-propoxy)-acetic acid tert-butyl ester 
• 7633-38-7 di-tert-butyl fumarate 
• 175724-31-9 3-[3-(2-Cyano-ethoxy)-2-(2-cyano-ethoxymethyl)-2-dibenzylamino-propoxy]-propionitrile 

Relevant articles and documents

Catalytic etherification of N-protected tris(hydroxymethyl)aminomethane for the synthesis of ligands with C3 symmetry

The synthesis of two nonadentate ligands based on a N,N-dibenzylated- tris(hydroxy)methylaminomethane framework is described. The key step consists in tris-etherification of the precursor with elaborated pyridine and bipyridine derivatives and this was greatly improved by the introduction of catalytic amounts of tetrabutylammoniumiodide to the reaction mixture in DMF at room temperature. Analysis of the alkylation rates and an X-ray crystal structure of a bis-alkylated intermediate strongly support the presence of a tight intramolecular hydrogen bond, preventing a fast third alkylation step. The two acidic ligands were successfully prepared by combining a sequence of carboalkoxylation and hydrolysis of the corresponding esters. Both ligands react with europium and terbium chloride salts to generate water luminescent mononuclear complexes.

Polyalkylation of primary polyols by 1,4-addition to tert-butyl acrylate and acrylonitrile

The very hydrophilic primary polyols pentaerythritol (PE), 1,1,1-tris(hydroxymethyl)ethane and tris(hydroxymethyl)aminomethane (TRIS), can be polyetherified in satisfactory yield by 1,4-addition to tert-butyl acrylate using phase-transfer catalysis. Polycyanoethylation of these polyols can also be accomplished with acrylonitrile. Preliminary results of chelation between some polyether-acids with samarium(III) are presented.