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332364

Sigma-Aldrich

Allyltriphenylstannane

97%

Synonym(s):
Allyltriphenyltin, 2-Propenyl-triphenylstannane
Linear Formula:
CH2=CHCH2Sn(C6H5)3
CAS Number:
Molecular Weight:
391.09
Beilstein:
3612762
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

71-74 °C (lit.)

SMILES string

C=CC[Sn](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/3C6H5.C3H5.Sn/c3*1-2-4-6-5-3-1;1-3-2;/h3*1-5H;3H,1-2H2;

InChI key

NDUYAGLANMHJHF-UHFFFAOYSA-N

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General description

Allyltriphenylstannane is an organotin compound, which is generally used as allylating and radical chain transfer reagent. It is also used as a source of allyl radicals.

Application

Allyltriphenylstannane can be used:
  • As a reagent in the C-H phenylation of azoles catalyzed by palladium.
  • As an allylating reagent in the alkylidene Meldrum′s acids allylation catalyzed by Sc(OTf)3.
  • As a reagent in the total synthesis of an antifungal molecule (+)-ambruticin S.

Packaging

50 g in poly bottle

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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