2724-78-9

Upstream product

• 67-64-1 acetone 
• 310430-82-1 (C₄H₉)3SnOCO₂CH(CH₃)2 

Downstream Products

• 1461-22-9 tributyltin chloride 
• 67-63-0 isopropyl alcohol 
• 67-64-1 acetone 
• 108529-98-2 (CH₃)2CHOBi(C₆H₅)3Cl 
• 67-66-3 chloroform 
• 1461-23-0 tributyltin bromide 
• 101774-42-9 3-bromo-1,1,1-trichloro-pentane 
• 688-73-3 tri-n-butyl-tin hydride 
• 30955-89-6 trimethyltin(IV) isopropoxide 
• 6482-34-4 bis-2-propyl carbonate 
• 1461-25-2 tetra-n-butyltin(IV) 
• 3590-59-8 2,2-dibutyl[1,3,2]dioxastannolane 
• 63459-37-0 1-isopropoxy-1,2-dimethyl-silolane 
• 64307-54-6 (C₄H₉)3SnONC(NH₂)C₆H₅ 

Relevant academic research and scientific papers

Reactivity of carbon dioxide with n-butyl(phenoxy)-,(alkoxy)-, and (oxo)stannanes: insight into dimethyl carbonate synthesis

The CO2 insertion into Sn-O bonds of a series of butyl(phenoxy)-, (alkoxy)-, and (oxo)-stannanes has been investigated. The tributyl derivatives Bu3SnOR (2a, R = Me; 3a, R = iPr; 4a, R = tBu; 5a, R = SnBu3)1 give quantitatively Bu3Sn(OCO2R), 2b-5b; the analogous tributylphenoxystannane, 1, is less reactive. For the dibutyl series, Bu2Sn(OR)2, steric effects of tBu groups in OR (8a) suppress carbonation under atmospheric pressure. With R = Me (6a) or R = iPr (7a), only one Sn-OR bond reacts, resulting in Bu2Sn(OR)(OCO2R), 6b or 7b. Treating 6a with 2-propanol affords under CO2 the mixed compound Bu2Sn(OMe)-(OCO2iPr), selectively. Facile deinsertion of CO2 is a common property of all compounds, occurring more readily in the dibutyl series. The stoichiometric transformation of the carbonato ligand in 2b, 5b, or 6b to dimethyl carbonate (DMC) on reaction with MeI requires nucleophilic assistance by F- to proceed. In the presence of MeOH, 2b and 5b are almost inactive for DMC formation, in contrast with 6b. The best yield is obtained under supercritical CO2-methanol conditions.

PHOTOREDUCTION OF CARBONYL COMPOUNDS BY TRIBUTYL TIN HYDRIDE

The photochemical reactions of cyclohexanone, acetone, 1-naphthaldehyde, 2-naphthaldehyde and 2-acetonaphthone with tributyltin hydride are chain processes leading to the tributyltin ethers of the derived alcohols as the major products, and the analogous ethers of the corresponding pinacols as the most abundant minor products, rather than simple reductions to the alcohols themselves as previously reported.Chain termination for the reductions of those compounds that have a n,?* triplet state occurs primarily by coupling of tributyltin radicals to form hexabutylditin, but by coupling of the ketyl radicals to form pinacol ethers for those compounds that have a ?,?* triplet state.Ring reduction is an important process for the aromatic compounds with ?,?* triplet states that were studied.Analysis were performed using (1)H, (13)C and (119)Sn NMR.