1-nonanamina - 1-nonanamina

1-nonanamina
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1-nonanamina-3D.gif
IUPAC name
Nonan-1-amina
General
Other names n-nonilamina
1-aminononano
Semi-developed formula CH 3 - (CH 2 ) 8 - NH 2
Molecular formula C 9 H 21 N
Identifiers
CAS number 112-20-9[1]
ChemSpider 15387
PubChem 16215
SOME 7L7H2HT4OK
Physical properties
Appearance liquid colorless
Density 784 kg/; 0,784 g/cm³
Molar mass 143.27 g / mol
Melting point −1 °C (272 K)
Boiling point 200 °C (473 K)
Vapor pressure 0,37 hPa
Refractive index (n D ) 1,433
Chemical properties
Solubility in water 1,2 g/L
log P 3,59
Family Amina
Dangerousness
Flash point 335 K (62 °C)
Autoignition temperature 658 K (385 °C)
Related compounds
amines 1-heptanamine
1- octaamine
1-decanamine
Dodecylamine
diaminas Novoldiamina
polyamines PMDTA
Values ​​in the SI and under standard conditions
(25 and 1 atm ), unless otherwise indicated.

The 1-nonanamina or n-nonylamine is a primary amine with molecular formula C 9 H 21 N . [ 2 ]

Physical and chemical properties

At room temperature, 1-nonanamine is a colorless or slightly yellow liquid with the characteristic odor of amines. It solidifies at -1 ° C and boils at 200 ° C (temperature 24 ° C higher than that of 1-octaamine but 17 ° C lower than that of 1-decanamine ). Practically insoluble in water - just 1 g / L - its solubility is much higher in hydrophobic solvents ( log P = 3.59). Like other alkylamines, it is less dense than water ( ρ = 0.784 g / cm³ ), [ 3 ]although the density is slightly higher than its isomeric tripropylamine . It is a flammable compound that reaches its flash point at 62 ° C, its autoignition temperature being 385 ° C. [ 4 ]

This amine is sensitive to air and incompatible with carbon dioxide as well as strong oxidants . [ 5 ] [ 4 ]

Synthesis and uses

1-Nonanamine can be synthesized by hydrogenation at 90 ° C of nonanonitrile using basified Raney nickel and chromium as catalyst . [ 6 ] This amine can also be obtained from the reduction of the corresponding amide - nonanamide - using a combination of two iron catalysts. [ 7 ] In turn, 1-nonanamine is a precursor of more complex amines, such as N -benzyl- N -methyl- N -nonylamine or N-benzylnonan-1-amine, as well as nonylurea . [ 8 ]

1-nonanamine has been used, as a reactive gas, in the analysis of biogenic amines - spermidine , spermine , putrescine and cadaverine - by ion mobility spectrometry . [ 9 ] In the same context, this amine has been used for the determination of nitrites and nitrates in natural waters by ion exchange chromatography . [ 10 ]

Precautions

1-Nonamine is a corrosive compound that can cause skin burns and eye damage. It is a harmful substance for the environment; extremely toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. [ 4 ]

See also

The following compounds are isomers of 1-nonanamine:

References

  1. CAS number
  2. Nonylamine (PubChem)
  3. 1-Nonanamine (ChemSpider)
  4. a b c 1-nonylamine. Safety sheet (Alfa Aesar)
  5. 1-Aminononane (Chemical Book)
  6. Process for producing compounds comprising nitrile functions. Roland Jacquot, Philippe Marion. Patente US 20130204001 A1
  7. Dr. Shoubhik Das, Bianca Wendt, Dr. Konstanze Möller, Dr. Kathrin Junge and Prof.Dr. Matthias Beller (2012). «Two Iron Catalysts are Better than One: A General and Convenient Reduction of Aromatic and Aliphatic Primary Amides». Angewandte Chemie 51 (7): 1662-1666. Consultado el 22 de julio de 2016.
  8. Nonan-1-amine 112-20-9 Precursor and Downstream Products (Molbase)
  9. Hashemian Z, Mardihallaj A, Khayamian T (2010). «Analysis of biogenic amines using corona discharge ion mobility spectrometry». Talanta 81 (3): 1081-1087. Consultado el 22 de julio de 2016.
  10. Ewa Pobozy, Beata Sweryda-Krawiec, Marek Trojanowicz (1993). «Ion interaction chromatography with nonylamine reagent for the determination of nitrite and nitrate in natural waters». Journal of Chromatography A 633 (1-2): 305-310. Consultado el 22 de julio de 2016.