27962-41-0

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 134-81-6 benzil 
• 1191-47-5 dibutylmagnesium 
• 1461-25-2 tetra-n-butyltin(IV) 
• 1528-00-3 di-n-butyldimethylstannane 
• 101098-28-6 di-n-butyl(diisopropyl)tin 
• 30191-50-5 (C₄H₉)2Sn(tert-C₄H₉)2 
• 164662-96-8 1-trimethylsilyl-2-(tributylstannyl)methyl-2-propene 
• 542-69-8 1-iodo-butane 
• 119-53-9 2-hydroxy-2-phenylacetophenone 

Relevant academic research and scientific papers

Cleavage of Tin-Carbon Bonds of Organosilylstannane and Organodistannane in Photo-Induced Electron Transfer Reaction and Mass Spectrometry

Photoalkylation of tetracyanobenzene and benzil with (n-Bu)3SnSiMe3 or (n-Bu)3SnSn(n-Bu)3 proceeds via electron transfer.In these reactions, the Sn-C bond of (n-Bu)3SnSiMe3 and (n-Bu)3SnSn(n-Bu)3 is cleaved in preference to the Sn-Si and Sn-Sn bonds.Similar cleavage of the Sn-C bond is also observed in mass spectra of these group 14 organometallic compounds.

Allylsilylation and stannylation of 1,2-diketones using bifunctional allylsilane-allylstannane reagents via photoinduced electron transfer reaction

Bifunctional allylsilane-allylstannane and allylstannane-allylstannane reagents react photochemically with 1,2-diketones to give α-ketohomoallyl alcohols having an allylsilane moiety and α-ketohomoally alcohols having an allylstannane moiety respectively

Photoalkylation of α-Diketones with Tetraalkylstannanes via Electron Transfer

Irradiation of α-diketones in the presence of tetraalkylstannanes gave α-ketols via electron transfer.The analogy between the photo-induced electron transfer reactions and mass spectrometry exists in the fragmentation of the radical cation of the stannanes.

The Reaction of Benzil with Grignard Reagents

Benzil reacts with Grignard reagents forming, in the first step, the 1,2-addition product (C-alkylation), but often also the 1,4-addition product (O-alkylation) and the reduction product, benzoin.The product distribution has been determined for mechanistic purposes for 16 Grignard reagents using a standard procedure.These results, and observations made using deuteriated reagents and the 5-hexenyl radical probe indicate an electron transfer (ET) mechanism for reagents having hydrogen in the β-position, while a polar mechanism is the most efficient for methyl, phenyl, benzyl and allyl Grignard reagents in the ether solution.For the ET mechanism, a six-centre transition state is suggested.Furthermore, a distinction is made between the primary cage product (O-alkyl) resulting from immediate combination of the radical pair, and the secondary cage product (C-alkyl) formed in the cage after rearrangement. 5-Hexenylmagnesium bromide yields uncyclised primary and secondary cage product, but also significant amounts of cyclised C-alkylation product formed by escape of the radicals from the cage and re-encounter after cyclisation of 5-hexenyl to cyclopentylmethyl.A recently suggested mechanism based on the existence of stable radical ion pairs is found to be unacceptable.