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Diallyldimethylsilane

Catalog Number
ACM1113128
Product Name
Diallyldimethylsilane
Structure
CAS Number
1113-12-8
EC Number
214-199-9
IUPAC Name
dimethyl-bis(prop-2-enyl)silane
Synonyms
DiallyldiMethylsilane; dimethyl-bis(prop-2-enyl)silane;
Category
Alkenyl silane
Molecular Weight
140.3
Exact Mass
140.10200
Molecular Formula
C8H16Si
Boiling Point
54ºC20 mm Hg(lit.)
Flash Point
67 °F
Density
0.768 g/mL at 25ºC(lit.)
Purity
95%+
Appearance
Transparent liquid
SMILES
C[Si](C)(CC=C)CC=C
InChIKey
ZDSFBVVBFMKMRF-UHFFFAOYSA-N
Safty Description
16-26-36/37/39
Hazard Statements
F,Xi
WGK Germany
3
Packing Group
II
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1Alpha,beta-unsaturated beta-silyl imide substrates for catalytic, enantioselective conjugate additions: a total synthesis of (+)-lactacystin and the discovery of a new proteasome inhibitor.

Balskus EP1, Jacobsen EN.

J Am Chem Soc. 2006 May 31;128(21):6810-2.

Chiral (salen)Al mu-oxo dimer 1 catalyzes the highly enantioselective conjugate addition of carbon-centered nucleophiles to alpha,beta-unsaturated silyl imides. Allyldimethylsilane-substituted imide 4 was identified as an optimal substrate, undergoing addition reactions with a variety of nitrile nucleophiles in high yield and enantiomeric excess. The silicon-containing products are synthetically useful chiral building blocks, as demonstrated by their application to an enantioselective total synthesis of the potent proteasome inhibitor (+)-lactacystin (2). Read More

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Email:
Tel:1-201-478-8534
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Fax: 1-516-927-0118
Address: 2200 Smithtown Avenue, Room 1 Ronkonkoma, NY 11779-7329 USA