1,3-Diaminopropane

1,3-Diaminopropane

Names
IUPAC name Propane-1,3-diamine
Other names Propandiamine 1,3-Propylenediamine Trimethylenediamine
Identifiers
CAS Number	109-76-2 Y
3DMet	B00214
Abbreviations	TMEDA
Beilstein Reference	605277
ChEBI	CHEBI:15725 Y
ChEMBL	ChEMBL174324 Y
ChemSpider	415 Y
EC Number	203-702-7
Gmelin Reference	1298
Jmol 3D model	Interactive image
KEGG	C00986 Y
MeSH	trimethylenediamine
PubChem	428
RTECS number	TX6825000
UN number	2922
InChI InChI=1S/C3H10N2/c4-2-1-3-5/h1-5H2 Y Key: XFNJVJPLKCPIBV-UHFFFAOYSA-N Y
SMILES NCCCN
Properties
Chemical formula	C3H10N2
Molar mass	74.13 g·mol−1
Appearance	Colourless liquid
Odor	Fishy, ammoniacal
Density	888 mg 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)
Refractive index (nD)	1.458
Vapor pressure	{{{value}}}
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).
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Infobox references

1,3-Diaminopropane, also known as trimethylenediamine, is a simple diamine with the formula (CH₂)₃(NH₂)₂. 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.

Safety

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