Skip to Content
Merck
All Photos(1)

Documents

T45004

Sigma-Aldrich

Triallylamine

99%

Synonym(s):

TAA

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(H2C=CHCH2)3N
CAS Number:
102-70-5
Molecular Weight:
137.22
EC Number:
203-048-2
MDL number:
MFCD00026093
UNSPSC Code:
12352100
PubChem Substance ID:
24900211
NACRES:
NA.22

vapor density

4.73 (vs air)

Quality Level

200

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

Related Categories

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.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °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

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
Ruthenium-catalyzed synthesis of 2-ethyl-3-methylquinolines from anilines and triallylamine.?
Cho C H, et al.
Tetrahedron Letters, 40(8), 1499-1500 (1999)
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
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)
Cycloaddition of fluorinated oxadiazoles with triallylamine.
Vasil?ev N V, et al.
Chemistry of Heterocyclic Compounds, 52(9), 750-752 (2016)
View All Related Papers

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