(5-Bromothiophen-2-yl)tributylstannane

Base Information

• Chemical Name: (5-Bromothiophen-2-yl)tributylstannane
• CAS No.: 143724-36-1
• Molecular Formula: C16H29BrSSn
• Molecular Weight: 452.086
• DSSTox Substance ID: DTXSID20577729
• Mol file: 143724-36-1.mol

Synonyms:(5-Bromothiophen-2-yl)tributylstannane;143724-36-1;(5-bromothiophen-2-yl)-tributylstannane;SCHEMBL3327495;DTXSID20577729;QZPYNNAAWHVCBW-UHFFFAOYSA-N;(5-Bromothiophen-2-yl)(tributyl)stannane;(5-Bromo-thiophen-2-yl)-tributyl-stannane;A884898

Chemical Property of (5-Bromothiophen-2-yl)tributylstannane

Chemical Property:

• PSA: 28.24000
• LogP: 6.25640
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 452.01954
• Heavy Atom Count: 19
• Complexity: 213

Purity/Quality:

97% ^*data from raw suppliers

(5-Bromothiophen-2-yl)tributylstannane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=CC=C(S1)Br

Technology Process of (5-Bromothiophen-2-yl)tributylstannane

There total 2 articles about (5-Bromothiophen-2-yl)tributylstannane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-bromothiophene (1003-09-4) + tributyltin chloride (1461-22-9) → (5-bromothiophen-2-yl)tributylstannane (143724-36-1)

Guidance literature:

With n-BuLi; i-Pr₂NH; In tetrahydrofuran; hexane; (N2); Schlenk technique; n-BuLi (1.1 equiv.) added to soln. of i-Pr2NH (1.1 equiv.) in THF at -78°C; mixt. stirred at -78°C for 15min; transferred via cannula to soln. of BrC4H3S (1 equiv.) in THF at - 78°C; soln. stirred for 1 h; Bu3SnCl (1.1 equiv.) added; soln. stirred at -78°C for 1 h and atroom temp. for 1 h; Et2O and satd. Na2CO3 added; extd. (satd. Na2CO3, H 2O); org. phase dried (MgSO4); filtered on Celite; evapd. (vac.);

DOI:10.1021/om034168f

Reference yield: 71.0%

2-bromothiophene (1003-09-4) + Tributyltin chloride → (5-bromothiophen-2-yl)tributylstannane (143724-36-1)

Guidance literature:

2-bromothiophene; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

Tributyltin chloride; In tetrahydrofuran; at -78 ℃; for 1h;

Reference yield: 82.0%

4-fluoro-1-iodobenzene (352-34-1) + (5-bromothiophen-2-yl)tributylstannane (143724-36-1) → 2-bromo-5-(4-fluorophenyl)thiophene (1073313-97-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 60 ℃;

upstream raw materials:

2-bromothiophene

tributyltin chloride

Downstream raw materials:

2-bromo-5-(4-fluorophenyl)thiophene

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