ethane-1,2-diamine; ethynyllithium

• ChemBase ID: 144910
• Molecular Formular: C4H9LiN2
• Molecular Mass: 92.06866
• Monoisotopic Mass: 92.09257785
• SMILES: [Li]C#C.C(CN)N
• Canonical SMILES: [Li]C#C.NCCN
• InChI: InChI=1S/C2H8N2.C2H.Li/c3-1-2-4;1-2;/h1-4H2;1H
• InChIKey: QJQWXTYPTBEPGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethane-1,2-diamine; ethynyllithium
• IUPAC Traditional name: ethylenediamine; ethynyllithium
• Synonyms: Lithium acetylide, ethylenediamine complex; Lithium acetylide ethylenediamine complex; 乙炔锂乙二胺络合物; 乙炔基锂乙二胺络合物; 乙炔锂乙二胺复合物

Database IDs

• CAS Number: 6867-30-7
• EC Number: 229-967-9
• MDL Number: MFCD00013183
• Beilstein Number: 3593824
• PubChem SID: 24871084; 24851204; 162239122; 24882212
• PubChem CID: 2724010

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -5.91292
• LogD (pH = 7.4): -3.7797713
• Log P: -1.4224427
• Molar Refractivity: 17.8686 cm^3
• Polarizability: 7.4730473 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 76 °C (dec.); ca 76°C dec.
• Boiling Point: 110.6 °C(lit.)
• Flash Point: -13 °C; 8.6 °F
• Density: 1.04

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 3131; 3399; UN3131
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 1; 2; I
• Risk Statements: 14/15-35; 15-34; 63-11-15-34-48/20-65-67
• Safety Statements: 16-26-36/37/39-43-45-62; 26-36/37/39-43-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H260-H304-H314-H336-H361d-H373; H261-H314; H261-H314-H318
• GHS Precautionary statements: P210-P223-P231 + P232-P261-P370 + P378-P422; P231 + P232-P280-P305 + P351 + P338-P310-P422; P280-P305+P351+P338-P310-P370+P378I-P403-P402+P404
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3131 4.3/PG 2; UN 3399 4.3/PG 1
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (T); 90%; tech. 90%
• Concentration: 25 wt. % slurry in toluene
• Grade: technical
• Linear Formula: LiC≡CH · NH2CH2CH2NH2

DETAILS

Sigma Aldrich - 475130

Packaging
75 g in Sure/Seal™

Sigma Aldrich - 186155

Packaging
10, 50, 100 g in glass bottle

REFERENCES

• Convenient, relatively stable form of lithium acetylide, soluble in organic solvents such as DMF, DMSO, diglyme and dioxan: J. Org. Chem., 28, 2775 (1963); 29, 1872 (1964). For addition to ketones to give ethynyl carbinols, see: J. Org. Chem., 30, 1604 (1965). For reaction with alkyl halides in DMSO to give terminal alkynes, see: Can. J. Chem., 41, 2600 (1963).