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T84964

Sigma-Aldrich

Tripropargylamine

98%

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Synonym(s):
Tris(2-propynyl)amine
Linear Formula:
(HC≡CCH2)3N
CAS Number:
6921-29-5
Molecular Weight:
131.17
EC Number:
230-038-5
MDL number:
MFCD00008577
PubChem Substance ID:
24900535
NACRES:
NA.22

Quality Level

200

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

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This Item
143979P50900745731
Tripropargylamine 98%

Sigma-Aldrich

T84964

Tripropargylamine

Tripropylamine ≥98%

Sigma-Aldrich

143979

Tripropylamine

Propargylamine 98%

Sigma-Aldrich

P50900

Propargylamine

Dipropargylamine 97%

Sigma-Aldrich

745731

Dipropargylamine

refractive index

n20/D 1.484 (lit.)

refractive index

n20/D 1.416 (lit.)

refractive index

n20/D 1.449 (lit.)

refractive index

n20/D 1.477

bp

79-85 °C/11 mmHg (lit.)

bp

155-158 °C (lit.), 40-42 °C/11 mmHg (lit.)

bp

83 °C (lit.)

bp

-

density

0.927 g/mL at 25 °C (lit.)

density

0.753 g/mL at 25 °C (lit.)

density

0.86 g/mL at 25 °C (lit.)

density

0.900 g/mL at 25 °C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

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
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226 - H315 - H319 - H335

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

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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
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Brassard C J, et al.
The Journal of Organic Chemistry, 81(24), 12091-12105 (2016)
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