83809-94-3

Basic information

• Product Name: N,N'-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6
• Synonyms: N,N'-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6;N,N'-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6 97%;N,N'-Bis(methoxymethyl)diaza-18-crown-6,97%
• CAS NO: 83809-94-3
• Molecular Formula: C₁₆H₃₄N₂O₆
• Molecular Weight: 350.45
• Mol File: 83809-94-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 33-38 °C
• Boiling Point: 484.44°C (rough estimate)
• Flash Point: 122.7°C
• Appearance: /
• Density: 1.0637 (rough estimate)
• Vapor Pressure: 4.31E-08mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• CAS DataBase Reference: N,N'-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6(83809-94-3)
• EPA Substance Registry System: N,N'-BIS(METHOXYMETHYL)DIAZA-18-CROWN-6(83809-94-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 83809-94-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H34N2O6/c1-19-15-17-3-7-21-11-13-23-9-5-18(16-20-2)6-10-24-14-12-22-8-4-17/h3-16H2,1-2H3/p+2

Upstream product

• 50-00-0 formaldehyd 
• 23978-55-4 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 67-56-1 methanol 

Downstream Products

• 200814-73-9 N,N'-bis(2'-hydroxy-3'-carbonyl-5'-bromobenzyl)-1,10-diaza-4,7,13,16-tetraoxacyclooctadecane 
• 180476-23-7 7,16-bis(5-chloro-2-hydroxybenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 168280-25-9 7,16-bis(2-hydroxy-5-methoxybenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 168280-24-8 2-{[16-(2-hydroxy-5-methylbenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecan-7-yl]methyl}-4-methylphenol 
• 106119-71-5 N,N'-Bis(N-methyl-p-toluenesulfonamidomethyl)diaza-18-crown-6 
• 88104-28-3 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 106119-73-7 N,N'-Bis(N-tosylethoxycarbonylmethylaminomethyl)diaza-18-crown-6 
• 106119-72-6 N,N'-Bis(N-benzyl-p-toluenesulfonamidomethyl)diaza-18-crown-6 

Relevant articles and documents

Influencing the stability of diaminomethane-containing azacrown ether ligands in the presence of transition-metal ions

The evaluation of a new azacrown ether ligand bis{[3-(pyridin-4-yl)-1H- pyrazol-1-yl]methyl}diaza-18-crown-6 (b3pd), which contains pendant p-pyridylpyrazole arms connected by diaminomethane linkers, identified a tendency to undergo retro-Mannich fragmentation in the presence of transition-metal ions. However, treatment of b3pd with potassium perchlorate or potassium iodide prior to complexation with transition-metal ions imparted a resistance to fragmentation, such that crystallisation of coordination polymers from concentrated solutions after several weeks was possible. Four solid-state structures containing Kb3pd were isolated: a perchlorate salt (1), a divalent manganese 1D coordination polymer [Mn(Kb3pd)(DMF)4]·2ClO 4·I3 (2, DMF = N,N-dimethylformamide), a cuprous 2D coordination network [Cu2(Kb3pd)2(I3)(I) 3]·3H2O (3) and a cuprous 1D coordination polymer [Cu(Kb3pd)(I)2] (4). Additionally, the retro-Mannich process was investigated by in situ FTIR spectroscopy, mass spectrometry, crystallography and by the isolation of a cobalt complex ligated by a partially fragmented ligand, mono{[3-(pyridin-4-yl)-1H-pyrazol-1-yl]methyl}diaza-18-crown-6 (m3pd). The composition of the cobalt complex was found to be [CoCl3(Hm3pd)] ·H2O (5). Diaza-18-crown-6 ligands functionalised with diaminomethane linkers are unstable in the presence of selected divalent transition-metal ions. Pretreatment of the ligands with potassium salts prevents degradation by blocking the central coordination region. Iodide redox chemistry also affects the coordination-polymer motif. Copyright

DIAZA-18-CROWN-6 IN AMINOMETHYLATION

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