Propylamine, also known as n-propylamine, is an amine with the chemical formula CH3(CH2)2NH2.[1] It is a colorless volatile liquid.[2]

Propylamine
Skeletal formula of propylamine
Ball and stick model of propylamine
Names
Preferred IUPAC name
Propan-1-amine
Other names
Propylamine
Identifiers
3D model (JSmol)
1098243
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.149 Edit this at Wikidata
EC Number
  • 203-462-3
1529
RTECS number
  • UH9100000
UNII
UN number 1277
  • InChI=1S/C3H9N/c1-2-3-4/h2-4H2,1H3 checkY
    Key: WGYKZJWCGVVSQN-UHFFFAOYSA-N checkY
  • CCCN
Properties
C3H9N
Molar mass 59.112 g·mol−1
Appearance Colorless liquid
Odor fishy, ammoniacal
Density 0.719 g mL−1
Melting point −83.00 °C; −117.40 °F; 190.15 K
Boiling point 47 to 51 °C; 116 to 124 °F; 320 to 324 K
Miscible
log P 0.547
Vapor pressure 33.01 kPa (at 20 °C)
660 μmol Pa−1 kg−1
Acidity (pKa) 10.71
1.388
Thermochemistry
162.51 J K−1 mol−1
227.44 J K−1 mol−1
−101.9–−101.1 kJ mol−1
−2.368–−2.362 MJ mol−1
Hazards
GHS labelling:
GHS02: Flammable GHS05: Corrosive GHS06: Toxic
Danger
H225, H302, H311, H314, H331
P210, P261, P280, P305+P351+P338, P310
Flash point −30 °C (−22 °F; 243 K)
Explosive limits 2–10.4%
Lethal dose or concentration (LD, LC):
  • 370 mg kg−1 (oral, rat)
  • 402.6 mg kg−1 (dermal, rabbit)
Related compounds
Related alkanamines
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Propylamine is a weak base. Its Kb (base dissociation constant) is 4.7 × 10−4.

Preparation

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Propyl amine hydrochloride can be prepared by reacting 1-propanol with ammonium chloride at high temperature and pressure using a Lewis acid catalyst such as ferric chloride.

References

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  1. ^ "Propylamine".
  2. ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a02_001
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