4-tributylstannyl-5H-furan-2-one

Base Information

• Chemical Name: 4-tributylstannyl-5H-furan-2-one
• CAS No.: 145439-09-4
• Molecular Formula: C₁₆H₃₀O₂Sn
• Molecular Weight: 373.123
• DSSTox Substance ID: DTXSID10448237
• Mol file: 145439-09-4.mol

Synonyms:4-tributylstannyl-5H-furan-2-one;145439-09-4;3-tributylstannyl-2H-furan-5-one;SCHEMBL4063910;DTXSID10448237;SFOGKNHRVGTLCF-UHFFFAOYSA-N;VFA43909;MFCD01319088;4-(tributylstannyl)furan-2(5H)-one;AKOS015843117;FT-0685842;4-Tributylstannyl-5H-furan-2-one, AldrichCPR;A884619;J-516018

Chemical Property of 4-tributylstannyl-5H-furan-2-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 395.581°C at 760 mmHg
• Flash Point: 193.04°C
• PSA: 26.30000
• LogP: 4.85790
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 374.126783
• Heavy Atom Count: 19
• Complexity: 288

Purity/Quality:

97% ^*data from raw suppliers

4-Tributylstannyl-5H-furan-2-one ^*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(=O)OC1

Technology Process of 4-tributylstannyl-5H-furan-2-one

There total 2 articles about 4-tributylstannyl-5H-furan-2-one 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: 73.0%

4-bromo-5H-furan-2-one (56634-50-5) + bis(tri-n-butyltin) (813-19-4) → 4-(tributylstannyl)-2,5-dihydrofuran-2-one (145439-09-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 95 ℃; for 16h; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.7b03513

Reference yield:

methyl 4-hydroxy-2-butynoate (31555-05-2) + tri-n-butyl-tin hydride (688-73-3) → methyl (E)-3-tributyltin-4-hydroxy-but-2-enoate + 4-(tributylstannyl)-2,5-dihydrofuran-2-one (145439-09-4)

Guidance literature:

With triethyl borane; In tetrahydrofuran; hexane; Overall yield = 2.907 g; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201900323

Reference yield: 66.0%

4-(tributylstannyl)-2,5-dihydrofuran-2-one (145439-09-4) → 4-iodo,2(5H)-furanone (155140-39-9)

Guidance literature:

With iodine; In chloroform; Ambient temperature;

DOI:10.1016/0040-4020(94)01086-F

upstream raw materials:

4-bromo-5H-furan-2-one

bis(tri-n-butyltin)

methyl 4-hydroxy-2-butynoate

tri-n-butyl-tin hydride

Downstream raw materials:

4-iodo,2(5H)-furanone

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