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1,3-Diaminopropane
Skeletal formula of 1,3-diaminopropane | ||
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IUPAC name
Propane-1,3-diamine
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Other names
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3DMet | B00214 |
Abbreviations | TMEDA | |
605277 | ||
109-76-2 7px | ||
ChEBI | CHEBI:15725 7px | |
ChEMBL | ChEMBL174324 7px | |
ChemSpider | 415 7px | |
EC number | 203-702-7 | |
1298 | ||
Jmol-3D images | Image | |
KEGG | C00986 7px | |
MeSH | trimethylenediamine | |
PubChem | Template:Chembox PubChem/format | |
RTECS number | TX6825000 | |
UN number | 2922 | |
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C3H10N2 | |
Molar mass | Lua error in Module:Math at line 495: attempt to index field 'ParserFunctions' (a nil value). g·mol−1 | |
Appearance | Colourless liquid | |
Odor | Fishy, ammoniacal | |
Density | 888 mg mL−1 | |
Melting point | Script error: No such module "convert". | |
Boiling point | Script error: No such module "convert". | |
log P | −1.4 | |
Vapor pressure | <1.1 kPa or 11.5 mm Hg(at 20 °C) | |
Refractive index (nD)
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1.458 | |
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GHS pictograms | The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The skull-and-crossbones pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) |
GHS signal word | DANGER | |
H226, H302, H310, H314 | ||
P280, P302+350, P305+351+338, P310 | ||
EU classification | Toxic T Corrosive C | |
R-phrases | R10, R22, R24, R35 | |
S-phrases | S26, S36/37/39, S45 | |
NFPA 704 | ||
Flash point | Script error: No such module "convert". | |
Script error: No such module "convert". | ||
Explosive limits | 2.8–15.2% | |
LD50 (Median lethal dose)
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Related alkanamines
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Related compounds
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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.[1]
The potassium salt was used in the alkyne zipper reaction.[2]
Safety
Diamines are typically skin irritants.
References
- ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005. doi:10.1002/14356007.a02_001
- ^ C. A. Brown and A. Yamashita (1975). "Saline hydrides 2and superbases in organic reactions. IX. Acetylene zipper. Exceptionally facile contrathermodynamic multipositional isomeriazation of alkynes with potassium 3-aminopropylamide". J. Am. Chem. Soc. 97 (4): 891–892. doi:10.1021/ja00837a034.
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