Substance

ID:737139

Tris(3,6-dioxaheptyl)amine

Names and Identifiers
Synonyms
TDA-1Tris(3,6-dioxaheptyl)amineTris[2-(2-methoxyethoxy)ethyl]amine三(3,6-二氧庚基)胺
IUPAC Traditional name
8-[2-(2-methoxyethoxy)ethyl]-2,5,11,14-tetraoxa-8-azapentadecane
IUPAC name
8-[2-(2-methoxyethoxy)ethyl]-2,5,11,14-tetraoxa-8-azapentadecane
Registration numbers
MDL Number
CAS Number
EC Number
Beilstein Number
Properties
Physical Property
Melting Point
<-100°C
Boiling Point
163-171°C/1mm
Density
1.011
Flash Point
162°C(323°F)
Refractive Index
1.4486
Safety Information
Storage Warning
Air Sensitive & Hygroscopic
GHS Precautionary statements
P280-P305+P351+P338-P302+P352-P321-P362-P332+P313
TSCA Listed
GHS Hazard statements
H315-H319
Safety Statements
26-37
European Hazard Symbols
Irritant Irritant (Xi)
Risk Statements
36/38
GHS Pictograms
GHS07
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
Product Information
Purity
95%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Acyclic solid-liquid phase-transfer catalyst (see Appendix 2).
• 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.
• Has been used in a number of aromatic nucleophilic substitution reactions:
• In studies of solvent-free SNAr 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).
• 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).
• Forms isolable 2:1 complexes with Grignard reagents: Tetrahedron, 45, 171 (1989).
• For use in a stereospecific glycosylation reaction of a pyrimidine base, see: Helv. Chim. Acta, 71, 1573 (1988).