(2-{[2-(dimethylamino)ethyl](methyl)amino}ethyl)dimethylamine

• ChemBase ID: 129031
• Molecular Formular: C9H23N3
• Molecular Mass: 173.29902
• Monoisotopic Mass: 173.18919775
• SMILES: CN(C)CCN(C)CCN(C)C
• Canonical SMILES: CN(CCN(C)C)CCN(C)C
• InChI: InChI=1S/C9H23N3/c1-10(2)6-8-12(5)9-7-11(3)4/h6-9H2,1-5H3
• InChIKey: UKODFQOELJFMII-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-{[2-(dimethylamino)ethyl](methyl)amino}ethyl)dimethylamine
• IUPAC Traditional name: pentamethyldiethylenetriamine
• Synonyms: PMDTA; PMDETA; PMDTA; N,N,N′,N′′,N′′-Pentamethyldiethylenetriamine; 1,1,4,7,7-Pentamethyldiethylenetriamine; 1,1,4,7,7-Pentamethyldiethylenetriamine; N1-(2-(DiMethylaMino)ethyl)-N1,N2,N2-triMethylethane-1,2-diaMine; N,N,N′,N′′,N′′-五甲基二乙烯三胺; 1,1,4,7,7-五甲基二亚乙基三胺

Database IDs

• CAS Number: 3030-47-5
• EC Number: 221-201-1
• MDL Number: MFCD00014876
• Beilstein Number: 1741396
• PubChem SID: 162223332; 24862979; 24887060
• PubChem CID: 18196
• CHEBI ID: 39475
• Chemspider ID: 17187
• Gmelin ID: 27747
• Wikipedia Title: PMDTA

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -6.195721
• LogD (pH = 7.4): -3.2006757
• Log P: 0.2274585
• Molar Refractivity: 56.0263 cm^3
• Polarizability: 21.917875 Å^3
• Polar Surface Area: 9.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colourless liquid
• Melting Point: <-20°C; -20 °C(lit.); -20°C
• Boiling Point: 198 °C(lit.); 198°C; 199°C
• Flash Point: 127.4 °F; 53 °C; 72°C(161°F)
• Auto Ignition Point: 155 °C; 311 °F
• Density: 0.83 g/mL at 25 °C(lit.); 0.830; 830 mg mL^-1
• Refractive Index: 1.442; 1.4420; n20/D 1.442(lit.); n20/D 1.443
• Vapor Pressure: 0.23 mmHg ( 20 °C); 31 Pa (at 20 °C)
• Odor: Ichtyal, ammoniacal

Safety Information

• RTECS: IE2100000
• European Hazard Symbols: Toxic (T)
• UN Number: 2734; UN2922
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 2; II
• Risk Statements: 22-24-34; r22, r24, r34
• Safety Statements: 26-36/37/39-45; s1/2, s26, s36/37/39
• TSCA Listed: 是
• EU Index: 612-109-00-6
• GHS Pictograms: gHS corrosion; gHS skull and crossbones; GHS05; GHS06
• GHS Signal Word: DANGER; Danger
• LD50: 1.351 g kg^-1 (oral, rat); 232 mg kg^-1 (dermal, rabbit)
• Explode Limits: 1.1–5.6%; 5.6 %
• GHS Hazard statements: 302, 311, 314; H302-H311-H314; H311-H302-H314-H227
• GHS Precautionary statements: 280, 305+351+338, 310; P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P280-P305 + P351 + P338-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 2734 8/PG 2

Product Information

• Purity: ≥98.0% (GC); 97%; 98%; 99%
• Grade: purum
• Impurities: ≤0.5% water
• Linear Formula: [(CH3)2NCH2CH2]2NCH3

DETAILS

Sigma Aldrich - 369497

Packaging
1 L in glass bottle
250 mL in glass bottle
Application
Ligand in NMR study of complexation/aggregation with neopentyllithium1 and in the study of ligand effects on the selectivity of CO2 incorporation into α,ω-diynes.2

Sigma Aldrich - 76828

Other Notes
Catalyst component for Ni(II)-mediated alkyne carboxylation1