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| Names | |||
|---|---|---|---|
| Preferred IUPAC name Propan-2-amine | |||
Other names
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| Identifiers | |||
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3D model (JSmol) | |||
| 605259 | |||
| ChEBI | |||
| ChEMBL | |||
| ChemSpider |
| ||
| ECHA InfoCard | 100.000.783 | ||
| EC Number |
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| KEGG |
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| MeSH | 2-propylamine | ||
| RTECS number |
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| UNII | |||
| UN number | 1221 | ||
| |||
| |||
| Properties | |||
| C3H9N | |||
| Molar mass | 59.112 g·mol−1 | ||
| Appearance | Colourless liquid | ||
| Odor | "Fishy"; ammoniacal | ||
| Density | 688 mg mL−1 | ||
| Melting point | −95.20 °C; −139.36 °F; 177.95 K | ||
| Boiling point | 31 to 35 °C; 88 to 95 °F; 304 to 308 K | ||
| Miscible | |||
| logP | 0.391 | ||
| Vapor pressure | 63.41 kPa (at 20 °C) | ||
Refractive index (nD) | 1.3742 | ||
| Thermochemistry | |||
| 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: | |||
  | |||
| Danger | |||
| H224,H315,H319,H335 | |||
| P210,P261,P305+P351+P338 | |||
| Flash point | −18 °C (0 °F; 255 K) | ||
| 402 °C (756 °F; 675 K) | |||
| Explosive limits | 2–10.4% | ||
| Lethal dose or concentration (LD, LC): | |||
LD50 (median dose) |
| ||
LC50 (median concentration) | 4,000 ppm (rat, 4 hr)[2] | ||
LCLo (lowest published) | 7000 ppm (mouse, 40 min)[2] | ||
| NIOSH (US health exposure limits): | |||
PEL (Permissible) | TWA 5 ppm (12 mg/m3)[1] | ||
REL (Recommended) | None established[1] | ||
IDLH (Immediate danger) | 750 ppm[1] | ||
| Related compounds | |||
Related alkanamines | |||
Related compounds | 2-Methyl-2-nitrosopropane | ||
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |||
Isopropylamine (also known asmonoisopropyl amine,MIPA, or2-propylamine) is anorganic compound, anamine. It is ahygroscopic colorless liquid withammonia-like odor. It is miscible with water and flammable. It is a valuable intermediate in chemical industry.[3]
Isopropylamine exhibits reactions typical of other simple alkyl amines, i.e. protonation, alkylation, acylation, condensation with carbonyls.Like other simplealiphatic amines, isopropylamine is aweak base: the pKa of [(CH3)2)CHNH3]+ is 10.63.[4]
Isopropylamine can be obtained byreaction ofisopropyl alcohol withammonia in presence of a catalyst:[3]
Isopropylamine is a building block for the preparation of manyherbicides andpesticides includingatrazine,bentazon,glyphosate,imazapyr,ametryne,desmetryn,prometryn,pramitol,dipropetryn,propazine,fenamiphos, andiprodione.[3] It is a regulating agent forplastics, an intermediate in organic synthesis of coating materials, plastics, pesticides, rubber chemicals, pharmaceuticals and others, and is an additive in thepetroleum industry.
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