5837-26-3

Basic information

• Product Name: Oxybis[tricyclohexyltin(IV)]
• Synonyms: Oxybis[tricyclohexyltin(IV)]
• CAS NO: 5837-26-3
• Molecular Formula: C₃₆H₆₆OSn₂
• Molecular Weight: 752.33
• Mol File: 5837-26-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 210-220°C
• Boiling Point: 646.5°C at 760 mmHg
• Flash Point: 344.8°C
• Appearance: /
• Vapor Pressure: 6.81E-16mmHg at 25°C
• CAS DataBase Reference: Oxybis[tricyclohexyltin(IV)](CAS DataBase Reference)
• NIST Chemistry Reference: Oxybis[tricyclohexyltin(IV)](5837-26-3)
• EPA Substance Registry System: Oxybis[tricyclohexyltin(IV)](5837-26-3)

Safety Data

• Hazardous Substances Data: 5837-26-3(Hazardous Substances Data)

Usage

General Description

Oxybis[tricyclohexyltin(IV)] is a chemical compound that consists of a tin atom bonded to six cyclohexyl groups and two oxygen atoms. Oxybis[tricyclohexyltin(IV)] has the chemical formula Sn(C6H11)3O2 and is commonly used as a catalyst in organic synthesis reactions. Oxybis[tricyclohexyltin(IV)] is a white crystalline solid with a high melting point and is insoluble in water, but it is soluble in organic solvents. Oxybis[tricyclohexyltin(IV)] is known for its stability and its ability to facilitate a variety of chemical reactions, making it a useful tool in the field of organic chemistry. However, it is important to handle this compound with care as it is toxic and can cause skin and eye irritation upon contact.

InChI:InChI=1/6C6H11.O.2Sn/c6*1-2-4-6-5-3-1;;;/h6*1H,2-6H2;;;/rC36H66OSn2/c1-7-19-31(20-8-1)38(32-21-9-2-10-22-32,33-23-11-3-12-24-33)37-39(34-25-13-4-14-26-34,35-27-15-5-16-28-35)36-29-17-6-18-30-36/h31-36H,1-30H2

Upstream product

• 3091-32-5 tricyclohexyltin(IV) chloride 
• 1310-73-2 sodium hydroxide 
• 13121-70-5 cyhexatin 
• 56-35-9 bis(tri-n-butyltin)oxide 

Downstream Products

• 135532-13-7 bis-tricyclohexyltin(tributylstannyloxysulphonyl)maleate 
• 153915-62-9 bis tricyclohexyl tin succinyl bis N-phenylhydroxamate 
• 154257-36-0 bis (tricyclohexyl tin) glutaryl bis N phenylhydroxamate 
• 56950-06-2 (cyclohexyl)phenyltellurium dichloride 

Relevant articles and documents

Mechanistic Pathways for N2O Elimination from trans-R3Sn-O-N=N-O-SnR3and for Reversible Binding of CO2to R3Sn-O-SnR3(R = Ph, Cy)

The rate and mechanism of the elimination of N2O from trans-R3Sn-O-N=N-O-SnR3 (R = Ph (1Ph) and R = Cy (1Cy)) to form R3Sn-O-SnR3 (R = Ph (2Ph) and R = Cy (2Cy)) have been studied using both NMR and IR techniques to monitor the reactions in the temperature range of 39-79 °C in C6D6. Activation parameters for this reaction are ΔH? = 15.8 ± 2.0 kcal·mol-1 and ΔS? = -28.5 ± 5 cal·mol-1·K-1 for 1Ph and ΔH? = 22.7 ± 2.5 kcal·mol-1 and ΔS? = -12.4 ± 6 cal·mol-1·K-1 for 1Cy. Addition of O2, CO2, N2O, or PPh3 to sealed tube NMR experiments did not alter in a detectable way the rate or product distribution of the reactions. Computational DFT studies of elimination of hyponitrite from trans-Me3Sn-O-N=N-O-SnMe3 (1Me) yield a mechanism involving initial migration of the R3Sn group from O to N passing through a marginally stable intermediate product and subsequent N2O elimination. Reactions of 1Ph with protic acids HX are rapid and lead to formation of R3SnX and trans-H2N2O2. Reaction of 1Ph with the metal radical ?Cr(CO)3C5Me5 at low concentrations results in rapid evolution of N2O. At higher ?Cr(CO)3C5Me5 concentrations, evolution of CO2 rather than N2O is observed. Addition of 1 atm or less CO2 to benzene or toluene solutions of 2Ph and 2Cy resulted in very rapid reaction to form the corresponding carbonates R3Sn-O-C(=O)-O-SnR3 (R = Ph (3Ph) and R = Cy (3Cy)) at room temperature. Evacuation results in fast loss of bound CO2 and regeneration of 2Ph and 2Cy. Variable temperature data for formation of 3Cy yield ΔHo = -8.7 ± 0.6 kcal·mol-1, ΔSo = -17.1 ± 2.0 cal·mol-1·K-1, and ΔGo298K = -3.6 ± 1.2 kcal·mol-1. DFT studies were performed and provide additional insight into the energetics and mechanisms for the reactions.

Mixed triorganotin compounds, R3Sn-X-SnR'3: 119Sn NMR evidence for their formation in solution

119Sn NMR spectroscopy has been used to demonstrate the existence, for hte first time, of mixed triorganotin compounds, R3Sn-X-SnR'3, where R or R' = Bu, Ph or cyclo-C6H11 and X = O or S.These species exist in solution in equilibrium with the correspondin