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(3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)

  • CAS No. 1619967-09-7

  • Cat. No. CS-0198569
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)|CS-0198569

Structure of 1619967-09-7

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General Information

  • CAS No. 1619967-09-7
  • Cat. No. CS-0198569
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀F₂S₂Sn₂
  • Molecular Weight 527.86
  • Synonym(s) 5,5'-Bis(trimethylstannyl)-3,3'-difluoro-2,2'-bithiophene
  • SMILES C[Sn](C)(C)C(S1)=CC(F)=C1C2=C(F)C=C([Sn](C)(C)C)S2

Description

This stannane features two trimethylstannyl groups flanking a difluorinated bithiophene core, enabling efficient cross-coupling in palladium-catalyzed reactions. The electron-deficient thiophene units enhance reactivity, while the stannane moieties offer high stability and compatibility with standard coupling conditions.

Application

(3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane) serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of conjugated biaryls and heterocyclic scaffolds. The stannane groups exhibit high stability and compatibility with palladium-catalyzed coupling reactions, facilitating reliable C–C bond formation under mild conditions. Its difluorinated bithiophene core provides enhanced electronic properties and orthogonality for downstream functionalization, making it a practical choice for synthetic routes targeting optoelectronic materials and advanced API intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 3146
Class : 6.1
Packing Group : Ⅰ
Hazard Statements : H300+H310+H330-H410
Precautionary Statements : P260-P262-P264-P270-P271-P273-P280-P284-P302+P352-P304+P340-P330-P361-P391-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.8452
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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