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Allylamine
Identifiers
CAS number 107-11-9 Yes check.svgY
ChemSpider 7565
RTECS number BA5425000
SMILES
InChI
InChI key VVJKKWFAADXIJK-UHFFFAOYAW
Properties
Molecular formula C3H7N
Molar mass 57.09 g mol−1
Appearance colorless liquid
Density 0.7630 g/cm3, liquid
Melting point

-88 °C

Boiling point

55-58 °C

Hazards
R-phrases R11 R23/24/25 R51/53
S-phrases S9 S16 S24/25 S45 S61
NFPA 704
NFPA 704.svg
3
4
0
Flash point -28 °C
Related compounds
Related amine Propylamine
Related compounds Allyl alcohol
 Yes check.svgY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Allylamine is an organic compound with the formula C3H5NH2. This colourless liquid is the simplest stable unsaturated amine.

Contents

Production

All three allylamines, mono-, di-, and triallylamine, are produced by the treating allyl chloride with ammonia followed by distillation.[1] Pure samples can be prepared by hydrolysis of allyl isothiocyanate.[2] It behaves as a typical amine.[3]

Reactions

Polymerization can be used to prepare the homopolymer (poly(allylamine)) or copolymers. The polymers are promising membranes for use in reverse osmosis.[1]

Safety

Allyl amine, like other allyl derivatives is a lacrymator and skin irritant. Its oral LD50 is 106mg/kg for rats.

References

  1. ^ a b Ludger Krähling, Jürgen Krey, Gerald Jakobson, Johann Grolig, Leopold Miksche “Allyl Compounds in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi: 10.1002/14356007.a01_425
  2. ^ M. T. Leffler (1943), "Allylamine", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV2P0024 ; Coll. Vol. 2: 24 
  3. ^ Henk de Koning, W. Nico Speckamp "Allylamine" in Encyclopedia of Reagents for Organic Synthesis, 2001, John Wiley & Sons, Weinheim. doi:10.1002/047084289X.ra043 Article Online Posting Date: April 15, 2001
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