268569

Sigma-Aldrich

Trimethylaluminum solution

2.0 M in hexanes

Linear Formula:
(CH3)3Al
CAS Number:
Molecular Weight:
72.09
Beilstein/REAXYS Number:
3587197
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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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.

Packaging

100, 800 mL in Sure/Seal™

Signal Word

Danger

Target Organs

Central nervous system

Supp Hazards

EUH014

RIDADR

UN3394 - class 4.2 - PG 1 - EHS - Organometallic substance, liquid, pyrophoric, water-reactive, HI: all (not BR)

WGK Germany

WGK 3

Flash Point(F)

-0.4 °F - closed cup

Flash Point(C)

-18 °C - closed cup

Certificate of Analysis

Certificate of Origin

Tetrahedron Letters, 30, 5607-5607 (1989)
Tetrahedron, 47, 6983-6983 (1991)
Alexander C Kozen et al.
ACS nano, 9(6), 5884-5892 (2015-05-15)
Lithium metal is considered to be the most promising anode for next-generation batteries due to its high energy density of 3840 mAh g(-1). However, the extreme reactivity of the Li surface can induce parasitic reactions with solvents, contamination, and shuttled...
Mahtab Farzin et al.
Pathology, 47(4), 302-307 (2015-05-06)
BRCA1-associated protein 1 (BAP1) is a tumour suppressor gene frequently inactivated in mesothelioma, rarely also in association with germline mutation. BAP1 mutations have been associated with improved prognosis and distinct clinicopathological features. We sought to determine the clinicopathological significance of...
J L L Robinson et al.
Oncogene, 33(50), 5666-5674 (2013-12-03)
Castration-resistant prostate cancer (CRPC) continues to pose a significant clinical challenge with new generation second-line hormonal therapies affording limited improvement in disease outcome. As the androgen receptor (AR) remains a critical driver in CRPC, understanding the determinants of its transcriptional...

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