CAS 70384-51-9|三(3,6-二氧杂庚基)胺|三[2-(2-甲氧基乙氧基)乙基]胺|Tris(3,6-dioxaheptyl)amine|8-[2-(2-methoxyethoxy)ethyl]-2,5,11,14-tetraoxa-8-azapentadecane|TDA-1|8-[2-(2-methoxyethoxy)ethyl]-2,5,11...

General Information

Structure

Molecular Formula

C₁₅H₃₃NO₆

Molecular Mass

323.42562

Exact Mass

323.23078778

Charge

InChI

InChI=1S/C15H33NO6/c1-17-10-13-20-7-4-16(5-8-21-14-11-18-2)6-9-22-15-12-19-3/h4-15H2,1-3H3

InChIKey

XGLVDUUYFKXKPL-UHFFFAOYSA-N

Canonic Smiles

COCCOCCN(CCOCCOC)CCOCCOC

Isomeric Smiles

N(CCOCCOC)(CCOCCOC)CCOCCOC

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

-2.751921

LogD (pH = 7.4)

-0.9779692

Log P

-0.09168358

Molar Refractivity

86.2491

Polarizability

34.08694

Polar Surface Area

58.62

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

三(3,6-二氧杂庚基)胺三[2-(2-甲氧基乙氧基)乙基]胺Tris(3,6-dioxaheptyl)amineTDA-1Tris[2-(2-methoxyethoxy)ethyl]amine三(3,6-二氧庚基)胺Tris(3,6-dioxaheptyl)amineTris[2-(2-methoxyethoxy)ethyl]amineTris(3,6-dioxaheptyl)amineTris(2-(2-methoxyethoxy)ethyl)amine

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

Names and Identifiers

Registration numbers

MDL Number

MFCD00010748

PubChem SID

1620765252488986224858174

CAS Number

PubChem CID

EC Number

Beilstein Number

Registration numbers

Properties

Related Proteins

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

301248

Packaging
5, 100, 500 g in glass bottle

93373

Other Notes
This tripodand shows good complexing characteristics with sodium, potassium and rubidium (log K: Na 2.2; K 2.2; Rb 2.0)1; PTC useful for many reactions2,3,4; Preparation of solid Grignard reagents used in hydrocarbon solvent5

Molecule Details

References

PubChem Literature

From Data Sources

• Acyclic solid-liquid phase-transfer catalyst (see Appendix 2).

• 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).

• Forms isolable 2:1 complexes with Grignard reagents: Tetrahedron, 45, 171 (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.

• Has been used in a number of aromatic nucleophilic substitution reactions:

• For use in a stereospecific glycosylation reaction of a pyrimidine base, see: Helv. Chim. Acta, 71, 1573 (1988).

• 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).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

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

Registration numbers

MDL Number

MFCD00010748

PubChem SID

1620765252488986224858174

CAS Number

PubChem CID

EC Number

Beilstein Number

Molecule Details

301248

Packaging
5, 100, 500 g in glass bottle

93373

References

PubChem Literature

From Data Sources

• 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:

• For use in a stereospecific glycosylation reaction of a pyrimidine base, see: Helv. Chim. Acta, 71, 1573 (1988).

• 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).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:89662