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Merck
CN

T84964

Tripropargylamine

98%

Synonym(s):

Tris(2-propynyl)amine

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About This Item

Linear Formula:
(HC≡CCH2)3N
CAS Number:
Molecular Weight:
131.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
230-038-5
MDL number:
Assay:
98%
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Quality Level

assay

98%

refractive index

n20/D 1.484 (lit.)

bp

79-85 °C/11 mmHg (lit.)

density

0.927 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C#CCN(CC#C)CC#C

InChI

1S/C9H9N/c1-4-7-10(8-5-2)9-6-3/h1-3H,7-9H2

InChI key

ZHOBJWVNWMQMLF-UHFFFAOYSA-N

Application

Tripropargylamine is widely used in the synthesis of Cu(I) stabilizing ligands such as tris(3-hydroxypropyltriazolylmethyl)amine (THPTA) and tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine (TBTA) for the copper-catalyzed alkyne-azide cycloaddition (CuAAC) click reaction.
It can also be used in the synthesis of anthracene appended tripodal triazole, tris[(9-anthryl benzyl-1H-1,2,3-triazole-4-yl)methyl]amine as a receptor for fluorescence recognition of Ni2+ in aqueous solution.


pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

134.6 °F - closed cup

flash_point_c

57 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Polytriazoles as copper (I)-stabilizing ligands in catalysis.
Chan T R, et al.
Organic Letters, 6(17), 2853-2855 (2004)
Click grafting of alkyne-containing vinyl polymers onto biosynthesized extracellular matrix protein containing azide functionality and adhesion control of human umbilical vein endothelial cells.
Yamada T and Takasu A
Royal Society of Chemistry Advances, 5(52), 41445-41456 (2015)
Analysis and Optimization of Copper?Catalyzed Azide?Alkyne Cycloaddition for Bioconjugation.
Hong V, et al.
Angewandte Chemie (International Edition in English), 48(52), 9879-9883 (2009)



Global Trade Item Number

SKUGTIN
T84964-5G04061837379284