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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 366858Generated: November 3, 2026

Tributyltin Chloride → HCID 23290214, compound

https://huagongshe.com/reaction/366858

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
Reactant2,2'-BithiopheneHCID 68120—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23290214HCID 2329021499%

Reaction Conditions

Temperature-40 °C

Reaction Steps

n-Butyllithium (22.0 mL, 55.0 mmol, 2.5 M solution in hexane) was added dropwise at -78° C. to a solution of 2,2'-bithiophene (9.44 g, 56.78 mmol) in anhydrous THF (600 mL) under nitrogen. The solution was stirred for 1 h and warmed to -40° C. Tributylstannyl chloride (17.90 g, 55.00 mmol) was added and the entire solution was finally allowed to warm to room temperature. At room temperature the mixture was filtered using Celite and the solvent was stripped. The organo-tin compound was vacuum dried to give 2-(tributylstannyl)-2,2'-bithiophene, obtained as a dark yellow liquid, yield=99%. MS(EI) m/z (rel int): 456 [(M)+, 18%] and 399 [(M)+ --C4H9, 76%].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06130339
Source datasetuspto-grants-2000_10
ORD IDord-7856d6a548d0499ab734893ac89f8020
Source noteuspto-grants-2000_10