Isopropylamine

Isopropylamine

Names
IUPAC name Propan-2-amine
Other names 2-Aminopropane 2-Propylamine
Identifiers
CAS Number	75-31-0 Y
3D model (JSmol)	Interactive image
3DMet	B01040
Beilstein Reference	605259
ChEBI	CHEBI:15739 Y
ChEMBL	ChEMBL117080 Y
ChemSpider	6123 Y
ECHA InfoCard	100.000.783
EC Number	200-860-9
KEGG	C06748 Y
MeSH	2-propylamine
PubChem CID	6363
RTECS number	NT8400000
UNII	P8W26T4MTD Y
UN number	1221
CompTox Dashboard (EPA)	DTXSID2025682
InChI InChI=1S/C3H9N/c1-3(2)4/h3H,4H2,1-2H3 Y Key: JJWLVOIRVHMVIS-UHFFFAOYSA-N Y
SMILES CC(C)N
Properties
Chemical formula	C3H9N
Molar mass	59.112 g·mol−1
Appearance	Colourless liquid
Odor	"Fishy"; ammoniacal
Density	722 mg mL−1
Melting point	−95.20 °C; −139.36 °F; 177.95 K
Solubility in water	Miscible
log P	0.391
Vapor pressure	63.41 kPa (at 20 °C)
Refractive index (nD)	1.3742
Thermochemistry
Heat capacity (C)	163.85 J K−1 mol−1
Std molar entropy (S⦵298)	218.32 J K−1 mol−1
Std enthalpy of formation (ΔfH⦵298)	−113.0–−111.6 kJ mol−1
Std enthalpy of combustion (ΔcH⦵298)	−2.3540–−2.3550 MJ mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H224, H315, H319, H335
Precautionary statements	P210, P261, P305+P351+P338
Flash point	−18 °C
Explosive limits	2–10.4%
Lethal dose or concentration (LD, LC):
LD50 (median dose)	380 mg kg−1 (dermal, rabbit) 550 mg kg−1 (oral, rat)
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Isopropylamine, also called 2-aminopropane, 2-propanamine, monoisopropylamine, and MIPA, is an organic compound, an amine. It is a base, as typical for amines. It is a hygroscopic colorless liquid with ammonia-like odor. Its melting point is −95.2°C and its boiling point is 32.4°C. It is miscible with water. It is extremely flammable, with flash point at −37°C.

pK_a of protonated form is 10.63

Isopropylamine can be obtained by aminating isopropyl alcohol with ammonia in presence of a nickel/copper or similar catalyst:

(CH₃)₂CHOH + NH₃ → (CH₃)₂CHNH₂ + H₂O

The main uses of isopropylamine are in glyphosate herbicide formulations (e.g., Roundup or Vantage), a key component of atrazine (another herbicide), a regulating agent for plastics, intermediate in organic synthesis of coating materials, plastics, pesticides, rubber chemicals, pharmaceuticals and others, and as an additive in the petroleum industry.

Together with isopropyl alcohol it is used in some binary chemical weapons (e.g. M687), as a mixture called OPA which in turn mixed with methylphosphonyl difluoride (known to the military as DF) produces sarin gas.

External links

• International Chemical Safety Card 0908
• NIOSH Pocket Guide to Chemical Hazards. "#0360". National Institute for Occupational Safety and Health (NIOSH).
• Atrazine News - an Atrazine specific news site