268569
Trimethylaluminum solution
2.0 M in hexanes
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 hexanes
density
0.683 g/mL at 25 °C
SMILES string
C[Al](C)C
InChI
1S/3CH3.Al/h3*1H3;
InChI key
JLTRXTDYQLMHGR-UHFFFAOYSA-N
General description
Trimethylaluminum is a Lewis acid having wide applications in organic synthesis. It is employed in organic reactions like cross-coupling reaction, methylenation, carboalumination, cyclopropanation, and rearrangement reactions. Tebbe Reagent (methylenation agent) can be prepared in situ by reacting trimethylaluminum with dichlorobis(cyclopentadienyl)titanium.
Application
Used with 4-bromo-2,6-di-tert-butylphenol (cat. no. 394378) to prepare a wide range of carbonyl compounds via the selective rearrangement of epoxides.
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signalword
Danger
target_organs
Central nervous system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
flash_point_f
-0.4 °F - closed cup
flash_point_c
-18 °C - closed cup
Hazard Classifications
Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT SE 3 - Water-react. 1
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Tetrahedron, 47, 6983-6983 (1991)
Tetrahedron Letters, 30, 5607-5607 (1989)
Trimethylaluminum
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2007)