T45004

Sigma-Aldrich

Triallylamine

99%

Synonym(s):
TAA
Linear Formula:
(H2C=CHCH2)3N
CAS Number:
Molecular Weight:
137.22
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

4.73 (vs air)

vapor pressure

90 mmHg ( 80 °C)

assay

99%

refractive index

n20/D 1.451 (lit.)

bp

150-151 °C (lit.)

density

0.79 g/mL at 25 °C (lit.)

SMILES string

C=CCN(CC=C)CC=C

InChI

1S/C9H15N/c1-4-7-10(8-5-2)9-6-3/h4-6H,1-3,7-9H2

InChI key

VPYJNCGUESNPMV-UHFFFAOYSA-N

Application

  • Triallylamine (TAA) reacts with primary aromatic amines in the presence of a ruthenium catalyst to form 2-ethyl-3-methylquinolines.
  • TAA undergoes hydrozirconation followed by transmetalation with germanium tetrachloride to form 1-aza-5-germa-5-chlorobicyclo[3.3.3]undecane. This compound can react with Grignard or lithium reagents to form the corresponding 5-organo compounds.
  • The cycloaddition of TAA to fluorinated 1,3,4-oxadiazoles affords octahydro-2,7-methanofuro[3,2-c]pyridines.

Packaging

1 L in glass bottle
250 mL in glass bottle

Signal Word

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2610 8(3) / PGIII

WGK Germany

WGK 3

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Ruthenium-catalyzed synthesis of 2-ethyl-3-methylquinolines from anilines and triallylamine.?
Cho C H, et al.
Tetrahedron Letters, 40(8), 1499-1500 (1999)
H G Swarts et al.
Biochimica et biophysica acta, 1189(2), 143-151 (1994-01-19)
Tertiary amines like imidazole and triallylamine lower the apparent affinity of K+ in the ATP hydrolysis reaction of pig gastric H,K-ATPase in a pH and amine concentration dependent way. The mechanism and sidedness of this effect was studied by analyzing...
Palladium-catalyzed reaction of 1-aza-5-germa-5-organobicyclo [3.3. 3] undecane with aryl bromide.
Kosugi M, et al.
Journal of Organometallic Chemistry, 508(1-2), 255-257 (1996)
E D Thompson et al.
Environmental and molecular mutagenesis, 18(3), 184-199 (1991-01-01)
Three cross-linked polyacrylate polymers containing either methylenebis-acrylamide (MBA), trimethylolpropane triacrylate (TMPTA), or triallylamine (TAA) cross-linkers were tested for genotoxicity with the Salmonella mammalian microsome assay, the L5178Y mouse lymphoma TK +/- assay, the unscheduled DNA synthesis assay in primary cultures...
Marc Reinholdt et al.
Membranes, 2(3), 529-552 (2012-01-01)
In the highly competitive market of fuel cells, solid alkaline fuel cells using liquid fuel (such as cheap, non-toxic and non-valorized glycerol) and not requiring noble metal as catalyst seem quite promising. One of the main hurdles for emergence of...

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.