1067-97-6

Usage

Uses

Used in Organic Synthesis:
Tributylstannanylium hydroxide is utilized as a Lewis acid catalyst for the synthesis of various organic compounds, such as esters, ethers, and amino acids. Its high reactivity and strong affinity for electron-rich compounds contribute to its efficiency in facilitating a wide range of chemical transformations.
Used in Chemical Catalysts Industry:
In the chemical catalysts industry, tributylstannanylium hydroxide is employed as a catalyst to enhance the rate of chemical reactions. Its use is particularly beneficial in processes that require the formation of new chemical bonds or the rearrangement of existing ones, due to its ability to accept electron pairs from other molecules.

Upstream product

• 7732-18-5 water 
• 813-19-4 bis(tri-n-butyltin) 
• 26138-28-3 phenylytterbium iodide 
• 24850-33-7 allyltributylstanane 
• 109-63-7 trifluoroborane diethyl ether 
• 123-38-6 propionaldehyde 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 103-82-2 phenylacetic acid 
• 100-51-6 benzyl alcohol 
• 1461-22-9 tributyltin chloride 
• 7342-47-4 tributyltin iodide 
• 112520-99-7 tributyl(cyclohex-2-en-1-yl)stannane 
• 95135-20-9 (C₄H₉)3SnC₆H₄-p-CH₂CHCH₂ 
• 19752-27-3 phenylallyl(tributyl)stannane 

Downstream Products

• 3757-88-8 tributylstannylethynylbenzene 
• 994-89-8 tributylethynyltin 
• 14275-61-7 1,2-bis(tributylstannyl)ethylene 
• 14275-60-6 Dibutyl-bis-(2-tributylstannyl-vinyl)-zinn 
• 1461-22-9 tributyltin chloride 
• 34833-34-6 C₂₀H₃₄N₄Sn 
• 139257-45-7 (C₆H₅)CONHCHCH(CH₃)2COOSn(C₄H₉)3 
• 135532-14-8 bis-tributyltin(tricyclohexylstannyloxysulphonyl)maleate 
• 994-71-8 bis(tributylstannyl)acetylene 
• 29140-32-7 Fumarsaeure-bis- 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 139257-31-1 C₆H₄(CO)2NCHCH₂C₆H₄OHCOOSn(C₄H₉)3 
• 139257-39-9 C₆H₄(CO)2NCH₂CONHCHCH₂(C₆H₅)COOSn(C₄H₉)3 
• 139257-36-6 C₆H₄(CO)2NC₆H₃OHCOOSn(C₄H₉)3 

Relevant academic research and scientific papers

Illuminating Stannylation

We have developed photoboosted stannylation reactions of terminal alkynes (linear-selective hydrostannylation) and fluoroarenes (defluorostannylation), in which the stannyl anion is photoexcited to an excited triplet (T1) stannyl diradical species. This u

Green synthetic approach to 5-substituted-1h-tetrazoles via recycle and reuse of tributyltin chloride

A simple, safe and efficient process for the recycle of tributyltin chloride from tributyltin hydroxide is developed and its reuse in the synthesis of 5-substituted-1H-tetrazoles is successfully demonstrated, which paved a way to reduce the toxic tin waste significantly. Recycling of tributyltin chloride is possible over six cycles without loss of its activity.

Preparation, characterization, and application of polymer-supported stannols and distannoxanes

Novel organotin copolymers derived from poly-3- and poly-4-(2-di-n-butylchlorostannyl)-ethylstyrene-co-divinylbenzene-co-styrene have been prepared. The copolymers were prepared with various proportions of monomers and converted to organotin oxides and organotin carboxylates. Copolymer-bound organotin oxides, as a mixture of stannol and distannoxane, have been shown to catalyze the lactonization of hydroxycarboxylic acids.

Cleavage of Sn-Sn Bonds in Hexaalkyl(aryl)stannanes under the Action of Yb(II) Derivatives

Ytterbium(II) derivatives MeYbI, PhYbI, and YbI2 cleave the Sn-Sn bond in distannanes R′3-SnR′3 (R′ = n-Bu, Ph) to give heterobimetallic derivatives R′3SnYbI, which were identified by products of their hydrolysis, exchange with R″3EHlg (R″ = Ph, Me; E = Ge, Si, Sn) and cross coupling with MeI in the presence of NiCl2(Ph3P)2.

Comparison of the allylation reactions of aldehydes using allylstannanes with boron trifluoride etherate and boron trichloride

Reactions between allylstannanes, R2CH=CHCHR1SnBu3 (R1 = R2 = H (4); R1 = H, R2 = Me (5); R1R2 = (CH2)3 (6) and aldehydes, RCHO (e.g.R = Et) in the presence of BF3OEt2 in CH2Cl2 at -78 deg C produce stereoselectively erythro-RCH(OH)CHR2CH=CHR1 (with one equivalent RCHO) and 4-OH-3-R1-5-R2-2,6-R2-tetrahydropyrans (with an excess of RCHO).In contrast, when BCl3 is used in place of BF3OEt2 the reactions give mixtures of chlorinated alkenes (both homoallyl chlorides and allyl chlorides) and 4-Cl-3-R1-5-R2-2,6-R2-tetrahydropyrans (3; X = Cl).Thus 5, EtCHO and BCl3 (all equimolar) provide EtCHClCH2CH=CHMe (51percent, (E) + (Z)), EtCHClCHMeCH=CH2 (7percent, erythro + threo), EtCH2CH=CH-CHMeCl (30percent, (E) + (Z)) and 3 (12percent, X = Cl); with EtCHO (2.2 equivalents). 3 (X = Cl; cis/trans = 70/30) becomes the sole product.The product, erythro-EtCHClCHCH=CH(CH2)2CH2 (97percent) was produced from equimolar EtCHO, BCl3 and 6; with excess EtCHO (2.2 equivalents), 9-Cl-2,4-Et2-cis-3-oxabicyclononane (17percent; cis/trans = 45/55) and erythro-EtCHClCHCH=CH(CH2)2CH2 (78percent) were obtained.