Iodotributylstannane

Base Information

• Chemical Name: Iodotributylstannane
• CAS No.: 7342-47-4
• Molecular Formula: C12H27ISn
• Molecular Weight: 416.961
• European Community (EC) Number: 626-540-2
• DSSTox Substance ID: DTXSID20223653
• Mol file: 7342-47-4.mol

Synonyms:Tributyltin iodide;Iodotributylstannane;7342-47-4;IODOTRIBUTYLTIN;tributyl(iodo)stannane;Stannane, iodotributyl-;Stannane, tributyliodo-;Tri-n-butyl tin iodide;Tin, tri-n-butyl-, iodide;Bu3SnI;tri-n-butyltin iodide;tri-n-Butyliodotin;Tributyliodostannane;iodotributyl-stannan;C12H27ISn;C12-H27-I-Sn;DTXSID20223653;MFCD00074996;Tributyltin iodide, technical grade, 90%;LS-146575;Tri-n-butyltin iodide, tech. 90%, stab. with copper

Chemical Property of Iodotributylstannane

Chemical Property:

• Vapor Pressure: 0.000588mmHg at 25°C
• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 172 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 0.00000
• Density: 1.46 g/mL at 25 °C(lit.)
• LogP: 5.76720
• Sensitive.: Light Sensitive
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 418.01795
• Heavy Atom Count: 14
• Complexity: 104

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tributyltin iodide technical grade, 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion and skin contact. Moderately toxic by inhalation. Tributyl tin compounds are extremely toxic to marine life. TWA 0.1 mg(Sn)/m³; STEL 0.2 mg(Sn)/m³(skin).
• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC[Sn](CCCC)(CCCC)I

Technology Process of Iodotributylstannane

There total 36 articles about Iodotributylstannane 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: 98.0%

1-iodo-n-undecane (4282-44-4) + tri-n-butyl-tin hydride (688-73-3) → n-Undecane (1120-21-4) + tributyltin iodide (7342-47-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In benzene; Refluxing in benzene (8 h, N2) after addn. of AIBN as a free radical initiator, quenching of react. mixt. by cooling in ice bath.; GLC anal. with n-dodecane as an added integration std.;

DOI:10.1021/om00100a021

Reference yield: 98.0%

bis(tri-n-butyltin) (813-19-4) → tributyltin iodide (7342-47-4) + methyltributyltin (1528-01-4)

Guidance literature:

With methyl iodide; dichloro bis(acetonitrile) palladium(II); In N,N,N,N,N,N-hexamethylphosphoric triamide; 20°C, molar ratio distannane/halide 1.3:1, 5 min;

DOI:10.1007/BF01141722

Reference yield: 95.0%

2-Iodothiophene (3437-95-4,149762-92-5) + bis(tri-n-butyltin) (813-19-4) → tributyltin iodide (7342-47-4) + tributyl(thien-2-yl)stannane (54663-78-4)

Guidance literature:

dichloro bis(acetonitrile) palladium(II); In N,N,N,N,N,N-hexamethylphosphoric triamide; 20°C, molar ratio distannane/halide 2:1, 80 min;

DOI:10.1007/BF01141722

upstream raw materials:

norborn-2-ene

iodobenzene

tributylstannylethynylbenzene

tributyltin chloride

Downstream raw materials:

tributyltin bromide

iodomethylbenzene

tributyltin chloride

methyltributyltin

Refernces

• 1、 Casado, Arturo L.,Espinet, Pablo. "Quantitative evaluation of the factors contributing to the copper effect in the stille reaction". . p. 1305 - 1309. Retrieved 2008/10/08.
• 2、 Crociani, Bruno,Antonaroli, Simonetta,Beghetto, Valentina,Matteoli, Ugo,Scrivanti, Alberto. "Mechanistic study on the cross-coupling of alkynyl stannanes with aryl iodides catalyzed by η2-(dimethyl fumarate)palladium(0) complexes with iminophosphine ligands". . p. 2194 - 2202. Retrieved 2007/10/03.