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Triallylamine

Triallylamine
Names
IUPAC name
N,N-bis(prop-2-enyl)prop-2-en-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.772 Edit this at Wikidata
EC Number
  • 203-048-2
RTECS number
  • XX5950000
UNII
UN number 2610
  • InChI=1S/C9H15N/c1-4-7-10(8-5-2)9-6-3/h4-6H,1-3,7-9H2
    Key: VPYJNCGUESNPMV-UHFFFAOYSA-N
  • C=CCN(CC=C)CC=C
Properties
C9H15N
Molar mass 137.226 g·mol−1
Appearance colorless liquid
Density 0.809 g/cm3
Boiling point 155.5 °C (311.9 °F; 428.6 K)
Hazards
GHS labelling:[1]
GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
H226, H302, H311, H312, H314, H331, H332, H412
P210, P233, P240, P241, P242, P243, P260, 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 [77 °F], 100 kPa).

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.[2]

Allylamines have particularly weak α-CH bonds, being near 80 kcal/mol.[3]

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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