Triallylamine

Base Information

• Chemical Name: Triallylamine
• CAS No.: 102-70-5
• Deprecated CAS: 44905-30-8,343314-28-3
• Molecular Formula: C9H15N
• Molecular Weight: 137.225
• Hs Code.: 29211990
• European Community (EC) Number: 203-048-2
• NSC Number: 32635
• UN Number: 2610
• UNII: B6N19XC04R
• DSSTox Substance ID: DTXSID5026174
• Nikkaji Number: J4.019C
• Wikipedia: Triallylamine
• Wikidata: Q23779745
• ChEMBL ID: CHEMBL3188834
• Mol file: 102-70-5.mol

Synonyms:triallylamine

Chemical Property of Triallylamine

Chemical Property:

• Appearance/Colour: dark brown liquid
• Vapor Pressure: 90 mm Hg ( 80 °C)
• Melting Point: -70 °C
• Refractive Index: n20/D 1.451(lit.)
• Boiling Point: 157.6 °C at 760 mmHg
• PKA: pK1:8.31(+1) (25°C)
• Flash Point: 30.6 °C
• PSA: 3.24000
• Density: 0.808 g/cm³
• LogP: 1.84640
• Storage Temp.: 2-8°C
• Water Solubility.: 250 g/100 mL
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 137.120449483
• Heavy Atom Count: 10
• Complexity: 92.1
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

97% ^*data from raw suppliers

Triallylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-20/21/22-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: C=CCN(CC=C)CC=C
• 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. 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.

Technology Process of Triallylamine

There total 22 articles about Triallylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Allyl acetate (591-87-7) + diallylamine (124-02-7) → Triallylamine (102-70-5)

Guidance literature:

With (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; at 25 ℃; for 130h;

DOI:10.1039/b007860n

Reference yield: 55.8%

3-chloroprop-1-ene (107-05-1) → Triallylamine (102-70-5)

Guidance literature:

With sodium hydroxide; urea; at 80 ℃; for 40h; under 3102.97 Torr;

DOI:10.1021/jo0011181

Reference yield:

1,2-propanediene (463-49-0) → Triallylamine (102-70-5) + 1-amino-2-propene (107-11-9,30551-89-4) + diallylamine (124-02-7)

Guidance literature:

With AuC₂₇H₄₂N₂⁽¹⁺⁾*B(C₆F₅)4^(1-)=(AuC₂₇H₄₂N₂)(B(C₆F₅)4); ammonia; In benzene-d6; at -60 - 165 ℃; Inert atmosphere;

DOI:10.1002/anie.200801136

upstream raw materials:

tetraallylammonium bromide

1-amino-2-propene

3-chloroprop-1-ene

potassium cyanide

Downstream raw materials:

2-methyl-2-phenyl-pentenal

[(diallylamino)propyl]dimethylphenylsilane

N-allyl-o-toluidine

diallylamine

Refernces

• 1、 Matsoyan et al.. "". . p. 1491. Retrieved 1963.
• 2、 Feuerstein,Laurenti,Doucet,Santelli. "Dramatic acceleration of the catalytic process of the amination of allyl acetates in the presence of a tetraphosphine/palladium system". . p. 43 - 44. Retrieved 2001.
• 3、 Dzhemilev,U.M. et al.. "-". . . Retrieved 1978.
• 4、 -. "GOLD CATALYZED HYDROAMINATION OF ALKYNES AND ALLENES". Page/Page column 21; 23; 2/13. . Retrieved 2010/01/29.
• 5、 Lavallo, Vincent,Frey, Guido D.,Donnadieu, Bruno,Soleilhavoup, Michele,Bertrand, Guy. "Homogeneous catalytic hydroamination of alkynes and allenes with ammonia". experimental part. p. 5224 - 5228. Retrieved 2009/04/11.