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Tris(3-hydroxypropyltriazolylMethyl)aMine

Catalog Number
ACM760952883-2
Product Name
Tris(3-hydroxypropyltriazolylMethyl)aMine
Structure
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CAS
760952-88-3
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Synonyms
1H-1,2,3-Triazole-1-propanol, 4,4',4''-[nitrilotris(methylene)]tris-; 3,3',3''-[Nitrilotris(Methanediyl-1h-1,2,3-Triazole-4,1-Diyl)]tripropan-1-Ol
IUPAC Name
3-[4-[[bis[[1-(3-hydroxypropyl)triazol-4-yl]methyl]amino]methyl]triazol-1-yl]propan-1-ol
Molecular Weight
434.51
Molecular Formula
C18H30N10O3
Canonical SMILES
C1=C(N=NN1CCCO)CN(CC2=CN(N=N2)CCCO)CC3=CN(N=N3)CCCO
InChI
VAKXPQHQQNOUEZ-UHFFFAOYSA-N
InChI Key
InChI=1S/C18H30N10O3/c29-7-1-4-26-13-16(19-22-26)10-25(11-17-14-27(23-20-17)5-2-8-30)12-18-15-28(24-21-18)6-3-9-31/h13-15,29-31H,1-12H2
Boiling Point
723.8±70.0 °C(Predicted)
Melting Point
331-336 °C (decomp)
Storage
2-8°C
Complexity
427
Covalently-Bonded Unit Count
1
Exact Mass
434.25023486
H-Bond Acceptor
10
H-Bond Donor
3
Heavy Atom Count
31
Monoisotopic Mass
434.25023486
Rotatable Bond Count
15
Topological Polar Surface Area
156 Ų
Application
Tris(3-hydroxypropyltriazolylMethyl)aMine is designed for use in Cu(I)-catalyzed Alkyne-Azide click chemistry reactions (CuAAC). As a water-soluble and highly effective ligand, it plays a crucial role by enhancing the efficiency of the CuAAC reaction through the stabilization of the Cu(I) oxidation state. Additionally, it provides protection to biomolecules from oxidative damage during labeling processes. This makes it a superior alternative to the water-insoluble TBTA, offering significant advantages in various applications requiring copper catalysis.
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