Misplaced Pages

Diallylamine

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Diallylamine
Names
IUPAC name N-prop-2-enylprop-2-en-1-amine
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.004.248 Edit this at Wikidata
EC Number
  • 204-671-2
PubChem CID
RTECS number
  • UC6650000
UNII
UN number 2359
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H11N/c1-3-5-7-6-4-2/h3-4,7H,1-2,5-6H2Key: DYUWTXWIYMHBQS-UHFFFAOYSA-N
SMILES
  • C=CCNCC=C
Properties
Chemical formula C6H11N
Molar mass 97.161 g·mol
Appearance colorless liquid
Density 0.7874 g/cm
Melting point −88 °C (−126 °F; 185 K)
Boiling point 111 °C (232 °F; 384 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Signal word Danger
Hazard statements H225, H302, H311, H314, H315, H319, H335, H412
Precautionary statements P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, 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

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.

Preparation

It is produced commercially by partial hydrogenation of acrylonitrile:

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.

Related compounds

References

  1. "Diallylamine". pubchem.ncbi.nlm.nih.gov. Retrieved 2 March 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. E. B. Vliet (1925). "Diallylamine". Organic Syntheses. 5: 43. doi:10.15227/orgsyn.005.0043.
Categories: