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682101

Sigma-Aldrich

Bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct

Synonym(s):

Bis(trimethylaluminum)-DABCO® adduct, DABAL-Me3, DABAL-trimethylaluminum, Triethylenediaminine bis(trimethylaluminum)

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About This Item

Linear Formula:
(CH3)3Al · C6H12N2 · Al(CH3)3
CAS Number:
Molecular Weight:
256.34
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

mp

>250 °C

SMILES string

C[Al-](C)(C)[N+]12CC[N+](CC1)(CC2)[Al-](C)(C)C

InChI

1S/C6H12N2.6CH3.2Al/c1-2-8-5-3-7(1)4-6-8;;;;;;;;/h1-6H2;6*1H3;;

InChI key

WSTAITCRSVOCTK-UHFFFAOYSA-N

Related Categories

General description

Product is air and moisture sensitive. Handle and store under a dry, inert atmosphere.

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.

Legal Information

DABCO is a registered trademark of Air Products & Chemicals, Inc.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3 - Water-react 1

target_organs

Respiratory system

supp_hazards

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Woodward, S.
Synlett, 1490-1490 (2007)

Articles

DABAL-Me3 is an adduct of trimethylaluminum and DABCO® that is a free-flowing solid that can be manipulated without the need for an inert atmosphere.

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