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Merck

268569

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
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
24856281
MDL number:
MFCD00008252
Beilstein/REAXYS Number:
3587197

Product Name

Trimethylaluminum solution, 2.0 M in hexanes

InChI

1S/3CH3.Al/h3*1H3;

SMILES string

C[Al](C)C

InChI key

JLTRXTDYQLMHGR-UHFFFAOYSA-N

form

liquid

concentration

2.0 M in hexanes

density

0.683 g/mL at 25 °C

Quality Level

100

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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.

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.

signalword

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

WGK 3

flash_point_f

-0.4 °F - closed cup

flash_point_c

-18 °C - closed cup

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7241
SHBQ3931
STBK7609
SHBP5141
SHBM2090

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Tetrahedron Letters, 30, 5607-5607 (1989)
Tetrahedron, 47, 6983-6983 (1991)
Trimethylaluminum
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2007)
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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