Description
1,2-Diaminopropane is a colorless liquid that is very hygroscopic and miscible with water and most organic solvents. It forms azeotropes with butanol, 2-methylpropanol, and toluene and has a strong ammoniacal odor.
Chemical Properties
clear liquid
Uses
1,2-Diaminopropane was used as model precursor in the electron induced deposition of amorphous carbon nitride films.
Uses
In conjunction with cupric sulfate it is a very sensitive reagent for mercury.
Production Methods
Because 1,2-dichloropropane does not react smoothly with ammonia, 1,2-diaminopropane is usually prepared by aminating a mixture of 2-amino-1-propanol and 1-amino-2-propanol, which is obtained from propylene oxide and ammonia. The process differs from corresponding processes for the production of diaminoethane in that the temperature in the catalytic amination is higher (190 – 230 ℃).
Application
1,2-Diaminopropane is used as an intermediate for crop-protection agents, e.g., Basfungin (BASF). Analogous to the ethylenediamine derivatives, the zinc dithiocarbamate propineb acts as a fungicide. Especially in the United States, derivatives of the amine are used as fuel and lubricant additives.
Definition
ChEBI: A diamine that is propane substituted by amino groups at positions 1 and 2. Propylenediamine is commonly used as a bidentate ligand in the formation of coordination complexes.
General Description
A colorless liquid with an ammonia-like odor. Flash point 160°F. Density 0.87 g / cm3. Boiling point 243°F. Strongly irritates skin and tissue.
Air & Water Reactions
Very hygroscopic. Very soluble in water.
Reactivity Profile
1,2-Diaminopropane neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.
Health Hazard
May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire Hazard
Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and Explosibility
Flammable
Safety Profile
Moderately toxic by
ingestion, sktn contact, and subcutaneous
routes. A corrosive irritant to eyes, skin, and
mucous membranes. Dangerous fire hazard
when exposed to heat, flames, oxidizers. To
fight fire, use alcohol foam. When heated to
decomposition it emits toxic fumes of NOx.
Used as an intermedate in production of
petroleum and polymer additives, and
surfactants. See also AMINES.
Purification Methods
Purify the diamine by azeotropic distillation with toluene. Then distil it. Store it in a CO2 free atmosphere. [Horton et al. Anal Chem 27 269 1955, Beilstein 4 IV 1255.]