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638617 Sigma-Aldrich

2-(Tri-n-butylstannyl)oxazole

  • CAS Number 145214-05-7

  • Empirical Formula (Hill Notation) C15H29NOSn

  • Molecular Weight 358.11

  •  MDL number MFCD06798076

  •  PubChem Substance ID 24882955

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Organometallic Reagents, Organotin, Organotins
refractive index   n20/D 1.4930 (lit.)
bp   108-110 °C/0.2 mmHg (lit.)
density   1.170 g/mL at 25 °C
  1.71 g/mL at 25 °C (lit.)
storage temp.   room temp
SMILES string   CCCC[Sn](CCCC)(CCCC)c1ncco1
InChI   1S/3C4H9.C3H2NO.Sn/c3*1-3-4-2;1-2-5-3-4-1;/h3*1,3-4H2,2H3;1-2H;
InChI key   YOWGRWHKDCHINP-UHFFFAOYSA-N

Description

General description

2-(Tri-n-butylstannyl)oxazole is a synthetic building block used in Stille coupling reaction.

Application

2-(Tri-n-butylstannyl)oxazole can be used as a reactant to prepare:
•  Heteroaromatic compounds via Stille-Migita cross-coupling reaction with (hetero)aryl halides using a palladium catalyst.
•  Ethyl 2-[3-(1,3-oxazol-2-yl)-1H-indazol-1-yl]acetate by reacting with 3-iodoindazole in the presence of Pd(PPh3)4 as a catalyst.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
RIDADR 
UN 2788 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Heterocyclic Organotin Reagents for Stille Coupling | Chemfiles Volume 11 Article 1

Stille reactions remain one of the most viable methods for the formation of C–C bonds in organic chemistry.1 Their use has been highlighted in various areas, including countless natural product synth...
Aaron Thornton
Chemfiles Volume 11 Article 1
Keywords: Applications, Cross couplings, Eliminations, Materials Science, Methods, Name reactions, Stille coupling, Stille reaction

Peer-Reviewed Papers
15

References

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