propane-1,3-diamine

• ChemBase ID: 104896
• Molecular Formular: C3H10N2
• Molecular Mass: 74.1249
• Monoisotopic Mass: 74.08439833
• SMILES: NCCCN
• Canonical SMILES: NCCCN
• InChI: InChI=1S/C3H10N2/c4-2-1-3-5/h1-5H2
• InChIKey: XFNJVJPLKCPIBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propane-1,3-diamine
• IUPAC Traditional name: α,ω-propanediamine
• Synonyms: DAP; TMEDA; 1,3-Diaminopropane; propane-1,3-diamine; Propandiamine; 1,3-Propylenediamine; Trimethylenediamine; 1,3-Propanediamine; 1,3-DIAMINOPROPANE FREE BASE; 1,3-DIAMINOPROPANE; 1,3-丙二胺; 丙撑二胺; 1,3-二氨基丙烷

Database IDs

• CAS Number: 109-76-2
• EC Number: 203-702-7
• MDL Number: MFCD00008228
• Beilstein Number: 605277
• PubChem SID: 24859910; 162092014; 24893678; 24859902
• PubChem CID: 428
• CHEBI ID: 15725
• CHEMBL: 174324
• Chemspider ID: 415
• Gmelin ID: 1298
• KEGG ID: C00986
• MeSH Name: trimethylenediamine
• Wikipedia Title: 1,3-Diaminopropane

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -7.20707
• LogD (pH = 7.4): -5.4426055
• Log P: -1.3624829
• Molar Refractivity: 22.734 cm^3
• Polarizability: 9.319206 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colourless liquid
• Melting Point: -12 °C(lit.); -12°C; -12.00°C (261.15K); -12°C
• Boiling Point: 134-136°C; 140 °C(lit.); 140°C; 140.05°C (413.2K)
• Flash Point: 123.8 °F; 48.8°C; 48°C(118°F); 51 °C
• Auto Ignition Point: 350 °C; 662 °F
• Density: 0.888; 0.888 g/ml; 0.888 g/mL at 25 °C(lit.); 888 mg mL^-1
• Refractive Index: 1.4573; 1.458; n20/D 1.458; n20/D 1.458(lit.); n20/D 1.459
• Vapor Pressure: <1.1 kPa (at 20 °C); <8 mmHg ( 20 °C)
• Partition Coefficient: -1.4
• Odor: Fishy, ammoniacal

Safety Information

• Storage Condition: Room Temperature (15-30°C), Store Under Nitrogen
• Storage Warning: Air Sensitive
• RTECS: TX6825000
• European Hazard Symbols: Corrosive (C); Toxic (T)
• UN Number: 2922; UN2734
• German water hazard class: 2
• Hazard Class: 6.1; 8
• Packing Group: 2; II
• Australian Hazchem: 2XE
• Risk Statements: 10-22-24-35; R:10-22-27-34; R:22-27-34; R10, R22, R24, R35
• Safety Statements: 26-36/37/39-45; S:27/28-29-36/37/39-45; S26, S36/37/39, S45
• EU Classification: CT1
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS corrosion; GHS flame; GHS skull and crossbones; GHS02; GHS05; GHS06
• GHS Signal Word: DANGER; Danger
• LD50: 177 mg kg^-1 (dermal, rabbit); 700 mg kg^-1 (oral, rat)
• Explode Limits: 15.2 %; 2.8–15.2%
• GHS Hazard statements: 226, 302, 310, 314; H226-H302-H310-H314; H310-H302-H314-H318-H226
• GHS Precautionary statements: 280, 302+350, 305+351+338, 310; P280-P302 + P350-P305 + P351 + P338-P310; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2922 8/PG 2

Pharmacology Properties

• Gene Information: rat ... Grin2a(24409)

Product Information

• Purity: ≥97.0% (GC); ≥99%; ≥99.0% (GC); 97%; 98%
• Grade: puriss.; purum
• Linear Formula: NH2(CH2)3NH2

DETAILS

MP Biomedicals - 05205934

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02157592

Free Base
1 ml = approx. 0.89 g

Sigma Aldrich - D23602

Packaging
25, 500 g in glass bottle
3 kg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D23602.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 33250

Other Notes
Starting material for preparing KAPA, a strong base used for isomerizing internal to terminal acetylenes1

REFERENCES

• The potassium derivative (KAPA) is a very strong base, valuable for its ability to cause the migration of acetylenic unsaturation to the terminal positions of alkynes (known as the "zip" reaction). In the presence of excess amine, reaction occurs within seconds; the driving force is the formation of a stable acetylide anion: J. Am. Chem. Soc., 97, 891 (1975). For example, with acetylenic carbinols: J. Chem. Soc., Chem. Commun., 959 (1976); Tetrahedron Lett., 2565 (1976); Can. J. Chem., 62, 1333 (1984). For a further example (2- to 9-decynol), using a combination of Potassium tert-butoxide, A13947, and Li 3-aminopropanamide, see: Org. Synth. Coll., 8, 146 (1993). This technique avoids the use of KH. For the use of KAPA for the isomerization of ?-pinene to the thermodynamically-more stable ɑ-pinene, see: Org. Synth. Coll., 8, 553 (1993).
• For procedures for the generation of Na or K 3-amino-propylamides from the metals by ultrasound irradiation or in the presence of Fe(NO₃)₃, see: J. Org. Chem., 49, 2494 (1984).