198048
Trimethylaluminum solution
2.0 M in toluene
Synonym(s):
Trimethylalane
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About This Item
Linear Formula:
(CH3)3Al
CAS Number:
Molecular Weight:
72.09
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3587197
form
liquid
Quality Level
concentration
2.0 M in toluene
density
0.81 g/mL at 25 °C
SMILES string
C[Al](C)C
InChI
1S/3CH3.Al/h3*1H3;
InChI key
JLTRXTDYQLMHGR-UHFFFAOYSA-N
Application
Used in a recently reported Al-catalyzed oxidation based on Oppenauer chemistry providing excellent yields of aldehydes and ketones. As a (1:1) complex with binol catalyzes the dynamic kinetic resolution of secondary alcohols with Novozym 435.
Trimethylaluminum solution can be used as a reagent in the synthesis of:
- Polyhydroxylated cyclohexanes by stereoselective rearrangement of unsaturated glycosides.
- Partially hydrolyzed trimethylaluminum (PHT) catalyst for the polymerization of olefins.
- Methyl benzene by methylation of anisole derivatives using nickel-1,3-dicyclohexylimidazol-2-ylidene catalyst system.
Packaging
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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Danger
target_organs
Central nervous system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
wgk
WGK 3
flash_point_f
39.2 °F - closed cup
flash_point_c
4 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Classifications
Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 2 - STOT SE 3 - Water-react. 1
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Partially hydrolyzed trimethylaluminum (PHT) as heterogeneous cocatalyst for the polymerization of olefins with metallocene complexes
Koppl A, et al.
Journal of Applied Polymer Science, 80(3), 454-466 (2001)
Nickel-catalyzed cross-coupling of anisole derivatives with trimethylaluminum through the cleavage of carbon-oxygen bonds
Morioka T, et al.
Chemistry Letters (Jpn), 44(12), 1729-1731 (2015)
Lipase/aluminum-catalyzed dynamic kinetic resolution of secondary alcohols.
Albrecht Berkessel et al.
Angewandte Chemie (International ed. in English), 45(39), 6567-6570 (2006-09-05)