1,2-Diaminopropane

changed changed 477343147 1,2-Diaminopropane.svg correct ?? 160 skin-invert Skeletal formula of 1,2-diaminopropane with some implicit hydrogens shown Propane-1,2-diamine 1,2-Propanediamine 78-90-0 correct CAS correct FDA 2A4P522UGO 6567 447820 R 642322 S 13849260 correct chemspider 394801 changed chemspider R 557530 changed chemspider S 201-155-9 2258 1,2-diaminopropane 30630 correct EBI TX6650000 605274 25709 CC(N)CN 1S/C3H10N2/c1-3(5)2-4/h3H,2,4-5H2,1H3 correct chemspider dAOHJOMMDDJHIJH-UHFFFAOYSA-N changed chemspider 3 10 2 Colourless liquid Fishy, ammoniacal 870 mg mL−1 236.0 392.7 1.9 kPa (at 20 °C) 1.446 −58.1·10−6 cm3/mol −98.2 – −97.4 kJ mol−1 −2.5122 – −2.5116 MJ mol−1 247.27 J K−1 mol−1 205.64 J K−1 mol−1 flame corrosion exclamation mark DANGER 226 302 312 314 280 305+351+338 310 34 360 1.9–11.1% 434 mg kg−1 (dermal, rabbit) 2.23 g kg−1 (oral, rat) alkanamines Ethylamine Ethylenediamine Propylamine Isopropylamine 1,3-Diaminopropane Isobutylamine tert-Butylamine n-Butylamine sec-Butylamine Putrescine 2-Methyl-2-nitrosopropane 1,2-Diaminopropane (propane-1,2-diamine) is organic compound with the formula CH3CH(NH2)CH2NH2. A colorless liquid, it is the simplest chiral diamine. Preparation Industrially, this compound is synthesized by the ammonolysis of 1,2-dichloropropane:Bartkowiak, M. Lewandowski, G. Milchert, E. Pelech, R. Optimization of 1,2-Diaminopropane Preparation by the Ammonolysis of Waste 1,2-Dichloropropane Ind. Eng. Chem. Res. 2006 45 16 5681–5687 10.1021/ie051134u CH3CHClCH2Cl + 4 NH3 → CH3CH(NH2)CH2NH2 + 2 NH4Cl This preparation allows for the use of waste chloro-organic compounds to form useful amines using inexpensive and readily available ammonia. The racemic mixture of this chiral compound may be separated into enantiomers by conversion into the diastereomeric tartaric acid ammonium salt. After purification of the diastereomer, the diamine can be regenerated by treatment of the ammonium salt with sodium hydroxide.Romanowski, G. Wera, M. Mononuclear and dinuclear chiral vanadium(V) complexes with tridentate Schiff bases derived from R(−)-1,2-diaminopropane: Synthesis, structure, characterization and catalytic properties Polyhedron 2010 29 13 2747–2754 10.1016/j.poly.2010.06.030 Alternate reagents for chiral resolution include N-p-toluenesulfonylaspartic acid, N-benzenesulfonylaspartic acid, or N-benzoylglutamic acid. Sakie, N. Haruyo, S. Production of Optically Active 1,2-propanediamine JP application 04-018057 Uses 1,2-Diaminopropane is used in the synthesis of N,N-disalicylidene-1,2-propanediamine, a salen-type ligand, usually abbreviated as salpn, that is used as a metal deactivating additive in motor oils. Dabelstein, W. Reglitzky A. Schutze A. Reders, K. Automotive Fuels 10.1002/14356007.a16_719.pub2 Related compounds and derivatives 1,2-Diaminopropane forms coordination complexes similar to tris(ethylenediamine)cobalt(III). Owing to the presence of the methyl groups, [Co(pn)3]3+ can exist as 24 stereoisomers.10.3891/acta.chem.scand.28a-0385 The Tris[(+-)-1,2-propanediamine]cobalt(III) System 1974 Harnung S. E. Kallesøe S. Sargeson A. M. Schäffer C. E. Bjørseth Alf Powell D. L. Acta Chemica Scandinavica 28a 385–398 Two chiral 1,2-diamines are 1,2-diaminocyclohexane and 2,3-diaminobutane. The chiral diastereomers of those diamines are C2-symmetric. References Category:Diamines Category:Chelating agents Category:Fuel antioxidants Category:Corrosion inhibitors Category:Foul-smelling chemicals