1,4-diazabicyclo[2.2.2]octane; bis(trimethylalumane)

• ChemBase ID: 140858
• Molecular Formular: C12H30Al2N2
• Molecular Mass: 256.343076
• Monoisotopic Mass: 256.20397623
• SMILES: C[Al](C)C.C[Al](C)C.C1CN2CCN1CC2
• Canonical SMILES: C1CN2CCN1CC2.C[Al](C)C.C[Al](C)C
• InChI: InChI=1S/C6H12N2.6CH3.2Al/c1-2-8-5-3-7(1)4-6-8;;;;;;;;/h1-6H2;6*1H3
• InChIKey: WSTAITCRSVOCTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-diazabicyclo[2.2.2]octane; bis(trimethylalumane)
• IUPAC Traditional name: dabco; bis(trimethylaluminium)
• Synonyms: DABAL-Me3; Bis(trimethylaluminum)-DABCO® adduct; DABAL-trimethylaluminum; Triethylenediaminine bis(trimethylaluminum); Bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct; 三亚乙基二胺基双三甲基铝; 双(三甲基铝)-DABCO® 加合物; 双(三甲基铝)-1,4-二氮杂双环[2.2.2]辛烷加合物; DABAL-三甲基铝

Database IDs

• CAS Number: 137203-34-0
• MDL Number: MFCD09265160
• PubChem SID: 24885678; 162235096
• PubChem CID: 16688366

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.7987516
• LogD (pH = 7.4): -2.8268335
• Log P: -0.1342359
• Molar Refractivity: 34.0692 cm^3
• Polarizability: 13.381781 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >250 °C

Safety Information

• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 3395
• German water hazard class: 3
• Hazard Class: 4.3
• Packing Group: 1
• Risk Statements: 14-15-22-36/37/38
• Safety Statements: 16-26-43
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H260-H302-H315-H319-H335
• GHS Precautionary statements: P223-P231 + P232-P261-P305 + P351 + P338-P370 + P378-P422
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3395 4.3/PG 1
• Supplemental Hazard Statements: Reacts violently with water.

Product Information

• Linear Formula: (CH3)3Al · C6H12N2 · Al(CH3)3

DETAILS

Sigma Aldrich - 682101

Application
A more stable alternative to trimethylaluminum for use in numerous reactions including methylations of aldehydes and imines, methylations of aryl and vinyl halides, conjugate addition to enones, and amide bond formation.1
DABAL-Me3: An Air Stable "Methyl Anion"
Packaging
1, 5 g in glass bottle
General description
Product is air and moisture sensitive. Handle and store under a dry, inert atmosphere.
Legal Information
DABCO is a registered trademark of Air Products & Chemicals, Inc.