Chemistry:Diallylamine

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Diallylamine
Diallylamine.png
Names
IUPAC name
N-prop-2-enylprop-2-en-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 204-671-2
RTECS number
  • UC6650000
UNII
UN number 2359
Properties
C6H11N
Molar mass 97.161 g·mol−1
Appearance colorless liquid
Density 0.7874 g/cm3
Melting point −88 °C (−126 °F; 185 K)
Boiling point 111 °C (232 °F; 384 K)
Hazards
GHS pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Harmful
GHS Signal word Danger
H225, H302, H311, H314, H315, H319, H335, H412
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P270, P271, P273, P280, P301+317Script error: No such module "Preview warning".Category:GHS errors, P301+330+331, P302+352, P302+361+354Script error: No such module "Preview warning".Category:GHS errors, P303+361+353, P304+340, P305+351+338, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P316Script error: No such module "Preview warning".Category:GHS errors, P317Script error: No such module "Preview warning".Category:GHS errors, P319Script error: No such module "Preview warning".Category:GHS errors
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Diallylamine is the organic compound with the formula HN(CH2CH=CH2)2. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a secondary amine and two alkene groups. Diallylamine is used in the production of N,N-diallyldichloroacetamide (dichlormid) and N,N-diallyldimethylammonium chloride.[2]

Preparation

It is produced commercially by partial hydrogenation of acrylonitrile:[2]

2 NCCH=CH2 + 4 H2 → HN(CH2CH=CH2)2 + NH3

A laboratory route to diallylamine entails diallylation of calcium cyanamide followed by decyanation of the product.[3]

Related compounds

References

  1. "Diallylamine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/31279#section=Safety-and-Hazards. 
  2. 2.0 2.1 Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2000). "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001. 
  3. E. B. Vliet (1925). "Diallylamine". Organic Syntheses 5: 43. doi:10.15227/orgsyn.005.0043.