248843

Sigma-Aldrich

Dimethylaluminum chloride solution

1.0 M in hexanes

Linear Formula:
(CH3)2AlCl
CAS Number:
Molecular Weight:
92.50
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

concentration

1.0 M in hexanes

density

0.701 g/mL at 25 °C

SMILES string

C[Al](C)Cl

InChI

1S/2CH3.Al.ClH/h2*1H3;;1H/q;;+1;/p-1

InChI key

JGHYBJVUQGTEEB-UHFFFAOYSA-M

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General description

Dimethylaluminum chloride (Me2AlCl) is a mild Lewis acid and acts as a proton scavenger. It catalyzes living isobutylene polymerization. Exceptional chelating potential of Me2AlCl, and its companion Lewis acid MeAlCl2, for the chelate-organized carbonyl addition reactions has been investigated. It effectively promotes chelate-controlled aldol and related allylsilane additions.

Application

Dimethylaluminum chloride may be employed as catalyst for the ene reaction of aliphatic and aromatic aldehydes with alkenes having a disubstituted vinylic carbon.

Packaging

100, 800 mL in Sure/Seal™

Signal Word

Danger

Target Organs

Central nervous system, Nervous system

RIDADR

UN 3394 4.3(4.2) / PGI

WGK Germany

WGK 2

Flash Point(F)

-9.4 °F

Flash Point(C)

-23 °C

Certificate of Analysis
Certificate of Origin
D A Evans et al.
Journal of the American Chemical Society, 123(44), 10840-10852 (2001-11-01)
A systematic investigation of the stereoselectivity in Lewis acid-promoted (Mukaiyama) aldol reactions of achiral unsubstituted enolsilanes and chiral beta-hydroxy aldehydes proceeding under conditions favoring chelation control is presented. Good stereocontrol can be realized for enolsilane aldol reactions of beta-alkoxy and...
Dimethylaluminum chloride catalyzed ene reactions of aldehydes.
Snider BB, et al.
Journal of the American Chemical Society, 104(2), 555-563 (1982)
Dimethylaluminum chloride catalyzed living isobutylene polymerization.
Bahadur M, et al.
Macromolecules, 33(26), 9548-9552 (2000)

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