102-70-5 Usage
Description
Triallylamine, also known as N-(2-propenyl)-2-propen-1-amine, is a colorless liquid with a fishlike odor. It has a density of 0.800 g/cm3 and is insoluble in water, causing it to float on water. Triallylamine is a flammable liquid with a flash point of 103°F and its vapors are heavier than air. It may irritate skin and eyes and is used to make other chemicals.
Uses
Used in Organic Synthesis:
Triallylamine is used as a reagent in organic synthesis for the production of various chemical compounds.
Used in Catalyst and Initiator for Polymer Production:
Triallylamine has been proposed as a catalyst for the production of polyesters and as an initiator for the polymerization of butadiene.
Used in Chemical Reactions:
Triallylamine (TAA) is used in various chemical reactions for the formation of different compounds:
1. In the synthesis of 2-ethyl-3-methylquinolines, TAA reacts with primary aromatic amines in the presence of a ruthenium catalyst.
2. TAA undergoes hydrozirconation followed by transmetalation with germanium tetrachloride to form 1-aza-5-germa-5-chlorobicyclo[3.3.3]undecane, which can react with Grignard or lithium reagents to form the corresponding 5-organo compounds.
3. The cycloaddition of TAA to fluorinated 1,3,4-oxadiazoles affords octahydro-2,7-methanofuro[3,2-c]pyridines.
Chemical Properties:
Triallylamine is a dark brown liquid when exposed to air and light, and it can be detected at 0.5 ppm. It is severely irritating at 75 ppm.
Production Methods
Triallylamine is manufactured using allyl chloride and
ammonia under heat and pressure. It is used as a solvent
and in organic syntheses.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 102-70-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 2 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 102-70:
(5*1)+(4*0)+(3*2)+(2*7)+(1*0)=25
25 % 10 = 5
So 102-70-5 is a valid CAS Registry Number.
InChI:InChI=1/C9H15N/c1-4-7-10(8-5-2)9-6-3/h4-6H,1-3,7-9H2
102-70-5Relevant articles and documents
COMPLEX FORMATION BY PHENOLS WITH TERTIARY AMINES IN APROTIC MEDIA
Keshtov, M. L.,Vinogradova, S. V.,Vasnev, V. A.,Korshak, V. V.
, p. 1906 - 1910 (1980)
-
One-step conversion of urea to tertiary amines
Sachinvala,Winsor,Maskos,Grimm,Hamed,Vigo,Bertoniere
, p. 9234 - 9237 (2000)
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Palladium-tetraphosphine complex: An efficient catalyst for allylic substitution and Suzuki cross-coupling
Feuerstein,Laurenti,Doucet,Santelli
, p. 2320 - 2326 (2001)
A new tetraphosphine, the cis-cis-cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane (Tedicyp) has been synthesized and used in palladium-catalyzed reactions. This tetraphosphine in combination with [Pd(C3H5)Cl]2 affords a very efficient catalyst for coupling reactions. Turnover numbers of 980 000 for allylic amination, 9 800 000 for allylic alkylation and 97 000 000 for Suzuki cross-coupling can be obtained in the presence of this catalyst.
Preparation method of allyl amine mixture
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Paragraph 0013; 0014; 0015; 0016; 0017, (2017/04/27)
The invention discloses a preparation method of an allyl amine mixture. The preparation method includes following steps: S1, pouring a catalyst into a reation kettle, adding a certain amount of ammonium hydroxide, rising temperature, and adding chloropropene for ammonolysis reaction; S2, holding the temperature of the step 1, and adding liquid caustic soda; S3, rectifying a reaction product to evaporate water and excessive ammonia; S4, at corresponding temperature, collecting fraction-monoallyl amine; S, at corresponding temperature, collecting fraction-diallyl amine; S6, at corresponding temperature, collecting fraction-trially amine; S7, adding caustic soda flakes into a collected fraction mixture, and performing liquid separation to obtain. The preparation method is mild in reaction condition, ammonium hydroxide is used to replace ammonia in existing methods, and complex ventilation equipment is not needed, so that production cost is saved; by adding the caustic soda flakes, water absorbing effect can be realized, purity of the allyl amine mixture prepared by the method can be effectively improved, and the preparation method is simple to operate, high in yield and worthy of popularization.
Homogeneous catalytic hydroamination of alkynes and allenes with ammonia
Lavallo, Vincent,Frey, Guido D.,Donnadieu, Bruno,Soleilhavoup, Michele,Bertrand, Guy
experimental part, p. 5224 - 5228 (2009/04/11)
(Chemical Equation Presented) A golden ticket to the synthesis of reactive nitrogen-containing compounds, such as imines, enamines, and allyl amines, through the addition of NH3 to unsaturated bonds is the cationic cyclic (alkyl)-(amino)carbene-gold(I) catalyst shown in blue (Dipp=diisopropylphenyl). An ideal initial step for the preparation of simple bulk chemicals, this reaction is also useful for the synthesis of more complex molecules (see examples).