3-Tributylstannylfuran

Base Information

• Chemical Name: 3-Tributylstannylfuran
• CAS No.: 87453-06-3
• Molecular Formula: C16H30OSn
• Molecular Weight: 357.124
• DSSTox Substance ID: DTXSID10471949
• Mol file: 87453-06-3.mol

Synonyms:3-tributylstannylfuran;Stannane, tributyl-3-furanyl-;87453-06-3;TRIBUTYL(FURAN-3-YL)STANNANE;3-(tributylstannyl)furan;(3-furanyl)tributylstannane;SCHEMBL1096296;DTXSID10471949;VTEKJMLRRQTTAX-UHFFFAOYSA-N

Chemical Property of 3-Tributylstannylfuran

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 358.131868
• Heavy Atom Count: 18
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C1=COC=C1

Technology Process of 3-Tributylstannylfuran

There total 4 articles about 3-Tributylstannylfuran 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: 88.0%

3-bromofurane (22037-28-1) + tributyltin chloride (1461-22-9) → tributyl(furan-3-yl)stannane (87453-06-3)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; addn. and stirring BuLi in hexane and bromofuran in anhyd. ether at -70°C under N2 (15 min), addn. of tributylchlorostannane, stirring at -70°C (1 h); addn. of satd. aq. NaHCO3, sepn. of the org. phase, washing with satd. aq. NaHCO3 and brine, drying with Na2CO3, evapn., column chromy. (neutral Al2O3, light petroleum), oily compd., elem. anal.;

Reference yield: 19.0%

4-phenyl-1,3-oxazole (20662-89-9) + bis(tributylstannyl)acetylene (994-71-8) → tributyl(furan-3-yl)stannane (87453-06-3) + 3,4-bis(tri-n-butylstannyl)furan (141700-76-7)

Guidance literature:

In neat (no solvent); byproducts: benzonitrile; soln. of acetylene compd. and 4-phenyloxazole is heated at 185°C in a sealed tube for 6-7 d; PhCN is removed under vac., chromy. (alumina, hexane), acetylene compd. is removed by absorbing on alumina overnight, washing (hexane), fractional distn. under vac. (mono-substituted furane), chromy. of the non-volatile residue (alumina, hexane);

DOI:10.1039/c39920000656

Reference yield:

→ tri-n-butyl(thien-3-yl)tin (119405-65-1) + tributyl(furan-3-yl)stannane (87453-06-3)

Guidance literature:

upstream raw materials:

3-bromofurane

tributyltin chloride

4-phenyl-1,3-oxazole

bis(tributylstannyl)acetylene

Downstream raw materials:

egomaketone

(E)-3-(β-styryl)furan

2-(2',2'-dimethyl-6'-methylenecyclohexyl)1-(3-furyl)ethanone

3-(2-fluorophenyl)-6-(furan-3-yl)-5-(2-methyl-2H-1,2,4-triazol-3-ylmethoxy)-1,2,3-triazolo[4,5-b]pyridine

Refernces

• 1、 -. "Retinoid-like heterocycles". . . Retrieved 2008/06/13.
• 2、 Yang, Yun,Wong, Henry N. C.. "3,4-Bis(tributylstannyl)furan: a Versatile Building Block for the Regiospecific Synthesis of 3,4-Disubstituted Furans". . p. 656 - 658. Retrieved 2007/10/02.