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Triallylamine

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Triallylamine
Names
IUPAC name N,N-bis(prop-2-enyl)prop-2-en-1-amine
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.772 Edit this at Wikidata
EC Number
  • 203-048-2
PubChem CID
RTECS number
  • XX5950000
UNII
UN number 2610
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H15N/c1-4-7-10(8-5-2)9-6-3/h4-6H,1-3,7-9H2Key: VPYJNCGUESNPMV-UHFFFAOYSA-N
SMILES
  • C=CCN(CC=C)CC=C
Properties
Chemical formula C9H15N
Molar mass 137.226 g·mol
Appearance colorless liquid
Density 0.809 g/cm
Boiling point 155.5 °C (311.9 °F; 428.6 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Signal word Danger
Hazard statements H226, H302, H311, H312, H314, H331, H332, H412
Precautionary statements P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Triallylamine is the organic compound with the formula N(CH2CH=CH2)3. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a tertiary amine and three alkene groups. Triallylamine (and mono- and diallyl amines) is produced by the treating allyl chloride with ammonia.

Allylamines have particularly weak α-CH bonds, being near 80 kcal/mol.

Related compounds

References

  1. "Triallylamine". pubchem.ncbi.nlm.nih.gov. Retrieved 3 April 2022.
  2. Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2000). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001. ISBN 3527306730.
  3. Dombrowski, G. W.; Dinnocenzo, J. P.; Farid, S.; Goodman, J. L.; Gould, I. R. (1999). "Α-C−H Bond Dissociation Energies of Some Tertiary Amines". The Journal of Organic Chemistry. 64 (2): 427–431. doi:10.1021/JO9813843.
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