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Triallylamine

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Triallylamine Basic information

Product Name:
Triallylamine
Synonyms:
  • 2-Propen-1-amine, N,N-di-2-propen-1-yl-
  • AMINOTRI-2-PROPENE
  • (CH2=CHCH2)3N
  • n,n-di-2-propenyl-2-propen-1-amin
  • N,N-Diallyl-2-propen-1-amine
  • tertiaryamine
  • Tris(2-propenyl)amine
  • TRIALLYLAMINE: 97.5%
CAS:
102-70-5
MF:
C9H15N
MW:
137.22
EINECS:
203-048-2
Product Categories:
  • Acyclic
  • Alkenes
  • Organic Building Blocks
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
Mol File:
102-70-5.mol
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Triallylamine Chemical Properties

Melting point:
-70°C
Boiling point:
150-151 °C (lit.)
Density 
0.79 g/mL at 25 °C (lit.)
vapor density 
4.73 (vs air)
vapor pressure 
90 mm Hg ( 80 °C)
refractive index 
n20/D 1.451(lit.)
Flash point:
87 °F
storage temp. 
2-8°C
pka
pK1:8.31(+1) (25°C)
form 
clear liquid
color 
Colorless to Yellow to Orange
Water Solubility 
250 g/100 mL
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents.
InChIKey
VPYJNCGUESNPMV-UHFFFAOYSA-N
CAS DataBase Reference
102-70-5(CAS DataBase Reference)
NIST Chemistry Reference
2-Propen-1-amine, N,N-di-2-propenyl-(102-70-5)
EPA Substance Registry System
Triallylamine (102-70-5)
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Safety Information

Hazard Codes 
C
Risk Statements 
10-20/21/22-34
Safety Statements 
16-26-36/37/39-45
RIDADR 
UN 2610 3/PG 3
WGK Germany 
3
RTECS 
XX5950000
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29211990
Hazardous Substances Data
102-70-5(Hazardous Substances Data)

MSDS

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Triallylamine Usage And Synthesis

Chemical Properties

dark brown liquid

Chemical Properties

Triallylamine is a flammble liquid. Triallylamine can be detected at 0.5 ppm and is severely irritating at 75 ppm.

Uses

Triallylamine is used in organic synthesis.Triallylamine has been proposed as a catalyst for the production of polyesters and as an initiator for the polymerization of butadiene.

Uses

  • 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.

Definition

ChEBI: Triallylamine is a tertiary amino compound.

Production Methods

Triallylamine is manufactured using allyl chloride and ammonia under heat and pressure. It is used as a solvent and in organic syntheses.

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.

General Description

A colorless liquid with a fishlike odor. Density 0.800 g / cm3 and insoluble in water. Hence floats on water. Flash point 103°F. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.

Air & Water Reactions

Flammable. Insoluble in water.

Reactivity Profile

Triallylamine is a strong reducing agent that reacts violently with oxidizing agents. Corrosive towards Al and Zn [Handling Chemicals Safely 1980 p. 912] . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

Poison by skin contact and intraperitoneal routes. Moderately toxic by ingestion and inhalation. An eye and severe skin irritant. Human systemic effects by inhalation: structural or functional changes in trachea or bronchi. Flammable liquid when exposed to heat, flame or oxidlzers. To fight fire, use foam, alcohol foam, fog. When heated to decomposition it emits toxic fumes of NOx. See also AMINES and ALLYL COMPOUNDS.

TriallylamineSupplier

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