Tributyltin cinnamate

Base Information

• Chemical Name: Tributyltin cinnamate
• CAS No.: 27147-18-8
• Molecular Formula: C21H34O2Sn
• Molecular Weight: 437.21
• Mol file: 27147-18-8.mol

Synonyms:Tributyl-cinnamoyloxy-stannan;

Chemical Property of Tributyltin cinnamate

Chemical Property:

• Boiling Point: 440.4±38.0 °C(Predicted)
• PSA: 26.30000
• LogP: 6.58880

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tributyltin cinnamate

There total 4 articles about Tributyltin cinnamate 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: 91.0%

tri-n-butyltin acetate + Cinnamic acid (621-82-9) → tri-n-butyltin cinnamate (27147-18-8)

Guidance literature:

In ethanol; toluene; byproducts: H2O; refluxing equimolar amts. for 4-6 h (in PhMe/EtOH=4:1) with azeotropic distn. off of H2O; evapn., recrystn. (CH2Cl2/hexane);

DOI:10.1016/S0022-328X(96)06686-7

Reference yield: 84.0%

tributyltin chloride (1461-22-9) + 3-phenyl-propenal (104-55-2) → tri-n-butyltin cinnamate (27147-18-8)

Guidance literature:

With oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(mesityl)imidazolium chloride; In tetrahydrofuran; at 25 ℃; for 16h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2013.03.050

Reference yield: 70.0%

Cinnamic acid (621-82-9) + bis(tri-n-butyltin)oxide (56-35-9) → tri-n-butyltin cinnamate (27147-18-8)

Guidance literature:

In benzene; byproducts: H2O; mole ratio of (C4H9)3SnOSn(C4H9)3 and carboxylic acid 1:2; at 20°C or at reflux temp. to remove of water formed by azeotropic distn.;

upstream raw materials:

Cinnamic acid

bis(tri-n-butyltin)oxide

tributyltin chloride

3-phenyl-propenal

Refernces

• 1、 Willem, Rudolph,Bouhdid, Abdeslam,Mahieu, Bernard,Ghys, Laurent,Biesemans, Monique,Tiekink, Edward R.T.,De Vos, Dick,Gielen, Marcel. "Synthesis, characterization and in vitro antitumour activity of triphenyl- and tri-n-butyltin benzoates, phenylacetates and cinnamates". . p. 151 - 158. Retrieved 2007/10/03.