Skip to Content
Merck
All Photos(1)

Documents

T84964

Sigma-Aldrich

Tripropargylamine

98%

Synonym(s):

Tris(2-propynyl)amine

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(HC≡CCH2)3N
CAS Number:
Molecular Weight:
131.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

134.6 °F - closed cup

Flash Point(C)

57 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Polytriazoles as copper (I)-stabilizing ligands in catalysis.
Chan T R, et al.
Organic Letters, 6(17), 2853-2855 (2004)
Qian Zhang et al.
ChemistryOpen, 8(5), 571-579 (2019-05-09)
An azide terminated ethylene oxide-tetrahydrofuran copolymer with urethane segments (ATUPET) as a novel binder pre-polymer, has been prepared through ethylene oxide-tetrahydrofuran random copolymer (PET) end-capping modification via one-pot method. The structure characterization of the modifier has been analyzed by FTIR
Cu (II)-Catalyzed Oxidative Formation of 5, 5′-Bistriazoles.
Brassard C J, et al.
The Journal of Organic Chemistry, 81(24), 12091-12105 (2016)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service