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Allyltributyltin

Catalog Number
ACM24850337-1
CAS Number
24850-33-7
Product Name
Allyltributyltin
Category
Salt
Synonyms
ALLYLTRIBUTYLSTANNANE;ALLYLTRIBUTYLTIN;ALLYLTRIBUTYLTIN(IV);ALLYLTRI-N-BUTYLTIN;TRIBUTYL-2-PROPENYLSTANNANE;Stannane, tributyl-2-propenyl-;Allytri-N-Butyltin;Allyltri-n-butyltin,97%
IUPAC Name
tributyl(prop-2-enyl)stannane
Molecular Weight
331.1g/mol
Molecular Formula
C15H32Sn
Canonical SMILES
CCCC[Sn](CCCC)(CCCC)CC=C
InChI
InChI=1S/3C4H9.C3H5.Sn/c3*1-3-4-2;1-3-2;/h3*1,3-4H2,2H3;3H,1-2H2;
InChI Key
YLGRTLMDMVAFNI-UHFFFAOYSA-N
Purity
>95.0%(GC)
Application
Allyltributyltin is a clear, colorless liquid designed primarily for the selective allylation of aldehydes. In the presence of chiral Lewis acids and ytterbium(III) trifluoromethanesulfonate, it acts as an efficient reagent to convert aldehydes into homoallylic alcohols. Additionally, it can undergo coupling reactions with iodoquinones and allyl acetates when catalyzed by tetrakis(triphenylphosphine)palladium(0), making it a versatile tool in organic synthesis.
Complexity
141
Covalently-Bonded Unit Count
1
EC Number
246-494-3
Exact Mass
332.152603g/mol
Formal Charge
0
Heavy Atom Count
16
Monoisotopic Mass
332.152603g/mol
Rotatable Bond Count
11
UNII
AOR8OD4103
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