BoilingPoint:117-8°
EINECSNumber:203-485-9
MolecularWeight:175.52
SpecificGravity:1.201
Flashpoint:31°C(88°F)
HMISKey:3-3-2-X
Formula:C3H5Cl3Si
RefractiveIndex:1.4460
TSCA:TSCA
Application:Reviewofsyntheticutility.1
Effectsasymmetricallylationofaldehydesafterreactionwithchiraldiols.2
Usedinthehighlyenantioselectiveallylationofaromaticaldehydes.3,4
Enantioselectivelyallylatesarylaldehydeswithhigheevalues.5
Undergoesenantioselectiveallylationofaldehydestoformhomoallylicalcohols.6
Allylatescarbonylswithbasecatalysisasopposedtoallyltrimethylsilane(SIA0555.0),whichrequiresLewisacidcatalysis.7
ChiralPhosphoramidescatalyzetheenantioselectiveallylationofaromatic,heteroaromatic,aswellascinnamylaldehydes.8
Reference:1.HandbookofReagentsforOrganicSynthesis,ReagentsforSilicon-MediatedOrganicSynthesis,Fuchs,P.L.Ed.,JohnWileyandSons,Ltd.,2011,p.10-14.
2.Wang,Z.etal.J.Chem.Soc.,Chem.Commun.1996,2261.
3.Shimada.T.etal.Org.Lett.2002,4,2799.
4.Malkov,A.etal.Org.Lett.2002,4,1047.
5.Simonini,V.etal.Adv.Synth.Catal.2008,350,561.
6. Massa,A.etal.Tetrahedron:Asymmetry2009,20,202.
7.Kobayashi,S.;Nishio,K.TetrahedronLett.1993,34,3453.
8.Denmark,S.E.etal.J.Org.Chem.1994,59,6161.
AdditionalProperties:?Hvap:9.4kcal/mole
Vaporpressure,16°:10mm
