Tris(3,6-dioxaheptyl)amine

• Catalog No.: L13544
• CAS Number: 70384-51-9
• M. F.: C15H33NO6
• M. W.: 323.42562
• Purity: 95%

SYNONYMS

• Title: 三(3,6-二氧庚基)胺
• IUPAC name: 8-[2-(2-methoxyethoxy)ethyl]-2,5,11,14-tetraoxa-8-azapentadecane
• IUPAC Traditional name: 8-[2-(2-methoxyethoxy)ethyl]-2,5,11,14-tetraoxa-8-azapentadecane
• Synonyms: Tris[2-(2-methoxyethoxy)ethyl]amine; TDA-1

DATABASE IDS

• MDL Number: MFCD00010748
• Beilstein Number: 2369296
• EC Number: 274-590-5
• CAS Number: 70384-51-9

PROPERTIES

• Purity: 95%
• Boiling Point: 163-171°C/1mm
• Density: 1.011
• Flash Point: 162°C(323°F)
• Melting Point: <-100°C
• Refractive Index: 1.4486
• GHS Hazard statements: H315-H319
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
• Risk Statements: 36/38
• Safety Statements: 26-37
• Storage Warning: Air Sensitive & Hygroscopic
• TSCA Listed: 是

REFERENCES

• Acyclic solid-liquid phase-transfer catalyst (see Appendix 2).
• Forms isolable 2:1 complexes with Grignard reagents: Tetrahedron, 45, 171 (1989).
• Has been used in a number of aromatic nucleophilic substitution reactions:
• Solubilizes salts of alkali metals and of transition metals, e.g. PdCl₂, RuCl₃ and RhCl₃, allowing these to be used in hydrogenation reactions: Synth. Commun., 19, 2833 (1989).
• Accelerates dehydrobromination of alkyl halides in the presence of KOH: Org. Synth. Coll., 9, 539 (1998). For use in the Wittig reaction, see Cyclopropyltriphenylphosphonium bromide, B25102.
• In studies of solvent-free S_NAr reactions, TDA-1 was found to be the best catalyst: Synth. Commun., 20, 2855 (1990); Heterocycles, 32, 1947 (1991). In combination with CuCl, is also a useful catalyst in the Ullmann aryl ether synthesis: J. Org. Chem., 50, 3717 (1985). An improved N-arylation of amides utilizes a catalyst combination of CuCl and TDA-1 (5:1): Synthesis, 312 (1989).
• For use in a stereospecific glycosylation reaction of a pyrimidine base, see: Helv. Chim. Acta, 71, 1573 (1988).