1,3-Diaminopropane

1,3-Diaminopropane

Skeletal formula of 1,3-diaminopropane Skeletal formula of 1,3-diaminopropane
Names
Preferred IUPAC name Propane-1,3-diamine
Other names Propandiamine 1,3-Propylenediamine Trimethylenediamine 3-Aminopropylamine
Identifiers
CAS Number	109-76-2 checkY
3D model (JSmol)	Interactive image
Beilstein Reference	605277
ChEBI	CHEBI:15725 checkY
ChEMBL	ChEMBL174324 checkY
ChemSpider	415 checkY
ECHA InfoCard
EC Number	203-702-7
E number
Gmelin Reference	1298
KEGG	C00986 checkY
MeSH	trimethylenediamine
PubChem CID	428
RTECS number	TX6825000
UNII	CB3ISL56KG checkY
UN number	2922
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI InChI=1S/C3H10N2/c4-2-1-3-5/h1-5H2 checkY Key: XFNJVJPLKCPIBV-UHFFFAOYSA-N checkY
SMILES NCCCN
Properties
Chemical formula	C3H10N2
Molar mass	74.127 g·mol−1
Appearance	Colourless liquid
Odor	Fishy, ammoniacal
Density	0.888 g mL−1
Melting point	−12.00 °C; 10.40 °F; 261.15 K
Boiling point	140.1 °C; 284.1 °F; 413.2 K
log P	−1.4
Vapor pressure	<1.1 kPa or 11.5 mm Hg(at 20 °C)
Magnetic susceptibility (χ)	−58.1·10−6 cm3/mol
Refractive index (nD)	1.458
Hazards
GHS labelling:
Pictograms	GHS02: Flammable GHS05: Corrosive GHS06: Toxic
Signal word	Danger
Hazard statements	H226, H302, H310, H314
Precautionary statements	P280, P302+P350, P305+P351+P338, P310
NFPA 704 (fire diamond)	3 3 0
Flash point	51 °C (124 °F; 324 K)
Autoignition temperature	350 °C (662 °F; 623 K)
Explosive limits	2.8–15.2%
Lethal dose or concentration (LD, LC):
LD50 (median dose)	177 mg kg−1 (dermal, rabbit) 700 mg kg−1 (oral, rat)
Related compounds
Related alkanamines	Ethylamine Ethylenediamine Propylamine Isopropylamine 1,2-Diaminopropane Isobutylamine tert-Butylamine n-Butylamine sec-Butylamine Putrescine
Related compounds	2-Methyl-2-nitrosopropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). checkY verify (what is checkY☒N ?) Infobox references

1,3-Diaminopropane, also known as trimethylenediamine, is a simple diamine with the formula H₂N(CH₂)₃NH₂. A colourless liquid with a fishy odor, it is soluble in water and many polar organic solvents. It is isomeric with 1,2-diaminopropane. Both are building blocks in the synthesis of heterocycles, such as those used in textile finishing, and coordination complexes. It is prepared by the amination of acrylonitrile followed by hydrogenation of the resulting aminopropionitrile.

The potassium salt was used in the alkyne zipper reaction.

Known uses of 1,3-diaminopropane are in the synthesis of piroxantrone and losoxantrone.

Safety

1,3-Diaminopropane is toxic on skin exposure with an LD₅₀ of 177 mg kg⁻¹ (dermal, rabbit)