TRIBUTYLPHENYLTIN

Base Information

• Chemical Name: TRIBUTYLPHENYLTIN
• CAS No.: 960-16-7
• Molecular Formula: C18H32 Sn
• Molecular Weight: 367.162
• Hs Code.: 29319090
• Mol file: 960-16-7.mol

Synonyms:Tin,tributylphenyl- (6CI,7CI); Phenyltributylstannane; Phenyltributyltin;Tri-n-butylphenyltin; Tributylphenylstannane; Tributylphenyltin

Chemical Property of TRIBUTYLPHENYLTIN

Chemical Property:

• Melting Point: <0°C
• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 125-128 °C0.14 mm Hg(lit.)
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 5.74270
• Solubility.: Sparingly Soluble (9.9E-5 g/L) (25°C)

Purity/Quality:

99%, ^*data from raw suppliers

Tributylphenyltin ^*data from reagent suppliers

Safty Information:

• 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

Total 1 MSDS from other Authors

Useful:

• Uses: It is applied in chemical research.

Technology Process of TRIBUTYLPHENYLTIN

There total 90 articles about TRIBUTYLPHENYLTIN 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: 96.0%

iodobenzene (591-50-4) + bis(tri-n-butyltin) (813-19-4) → biphenyl (92-52-4,1594-86-1) + tributylphenylstannane (960-16-7)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; byproducts: Bu3SnI; at 115°C for 15 h in sealed thick wall Pyrex glass ampoules;

DOI:10.1016/S0022-328X(00)84615-X

Reference yield: 89.0%

pentaphenylbismuth (3049-07-8) + tributyltin chloride (1461-22-9) → tributylphenylstannane (960-16-7) + triphenylbismuthane (603-33-8)

Guidance literature:

In toluene; byproducts: PhCl; mixt. of Sb and Sn deriv. was allowed to stand in an evacuated glass ampoule at room temp.;

Reference yield: 83.0%

bromobenzene (108-86-1,52753-63-6) + bis(tri-n-butyltin)oxide (56-35-9) → tributyltin bromide (1461-23-0) + tributylphenylstannane (960-16-7)

Guidance literature:

With magnesium; ethylene dibromide; In tetrahydrofuran; at 35 ℃; for 1h; Sonication; Inert atmosphere;

DOI:10.1016/j.jorganchem.2013.04.044

upstream raw materials:

allyltributylstanane

phenyllithium

diethyl ether

tri-n-butyl(vinyl)tin

Downstream raw materials:

(Z)-2-methyl-4-phenylbut-2-en-1-ol

(E)-2-methyl-4-phenyl-but-2-en-1-ol

3,5-dimethyl-4-phenyl-isoxazole

5-methyl-2-(phenyl)pyrimidine

Refernces

Stereochemistry of Transmetalation in the Palladium-Catalyzed Coupling of Acid Chlorides and Organotins

10.1021/ja00341a083

The research focuses on the chemistry of trans-fused bicyclo[n.1.O]alkanes and the palladium-catalyzed coupling of acid chlorides and organotins. The purpose of the study was to investigate the isomerization process of compound 2, with a particular interest in the possibility of acid-catalyzed or transition-metal-promoted rearrangement, and to understand the stereochemistry of transmetalation in the palladium-catalyzed coupling process. The researchers concluded that the isomerization of compound 2 did not involve acid-catalyzed processes and that the transmetalation step in the coupling process predominantly occurred with inversion of configuration at the saturated carbon being transferred. Key chemicals used in the process included p-toluenesulfonic acid, acetonitrile, 1,3-cycloheptadiene, phenyltributyltin, benzoyl chloride, and various palladium complexes.

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