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268569

Sigma-Aldrich

Trimethylaluminum solution

2.0 M in hexanes

Synonym(s):

Trimethylalane

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About This Item

Linear Formula:
(CH3)3Al
CAS Number:
75-24-1
Molecular Weight:
72.09
Beilstein/REAXYS Number:
3587197
MDL number:
MFCD00008252
UNSPSC Code:
12352103
PubChem Substance ID:
24856281
NACRES:
NA.22

form

liquid

Quality Level

100

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

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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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Danger

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

target_organs

Central nervous system

supp_hazards

EUH014

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

-0.4 °F - closed cup

flash_point_c

-18 °C - closed cup

Certificates of Analysis (COA)

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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)
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