818-08-6

Basic information

• Product Name: Dibutyltin oxide
• Synonyms: dibutyl-tioxide;di-n-butylslannicoxide;di-n-butyl-zinn-oxyd;di-n-dibutyltin;di-n-dibutyltinoxide;kyslicnikdi-n-butylcinicity;Stannane,dibutyloxo-;DIBUTYLTIN OXIDE
• CAS NO: 818-08-6
• Molecular Formula: C₈H₁₈OSn
• Molecular Weight: 248.94
• EINECS: 212-449-1
• Product Categories: Alkyl Metals;Biochemistry;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Reagents for Oligosaccharide Synthesis;Sn (Tin) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;organotin compound;heat stabilizer;used as disinfectants on surfaces such as hospital floors and sports arenas, combined with gram negative bactericides;Miscellaneous Reagents, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 818-08-6.mol

Chemical Properties

• Melting Point: ≥300 °C(lit.)
• Boiling Point: >300°C
• Flash Point: 81-83°C
• Appearance: White/Powder
• Density: 1,5 g/cm3
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Store below +30°C.
• Water Solubility: 4.0 mg/L (20 ºC)
• BRN: 4126243
• CAS DataBase Reference: Dibutyltin oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Dibutyltin oxide(818-08-6)
• EPA Substance Registry System: Dibutyltin oxide(818-08-6)

Safety Data

• Hazard Codes: T,N
• Statements: 25-68-50/53-48/25-43-41-38-61-60
• Safety Statements: 36/37/39-45-24/25-61-60-29-26-53
• RIDADR: UN 3146 6.1/PG 2
• WGK Germany: 3
• RTECS: WH7175000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 818-08-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
Dibutyltin oxide is used as a reagent and a catalyst in organic reactions, particularly useful in regioselective alkylation, acylation, and sulfonation reactions for starting materials containing alcohol functional groups.
Used in Pharmaceutical Research:
Dibutyltin oxide is used in studies pertaining to discovering novel antitumor agents, as well as for its antifungal activity. It can be used as a catalyst in the development of new pharmaceutical compounds.
Used in Chemical Synthesis:
Dibutyltin oxide is used as a catalyst in various chemical synthesis processes, contributing to the production of different types of chemical compounds.

Flammability and Explosibility

Nonflammable

Safety Profile

Poison by ingestion and intraperitoneal routes. A skin and eye irritant. Flammable when exposed to flame; can react with oxidizing materials. To fight fire, use dry chemical, fog, CO2. When heated to decomposition it emits acrid smoke and irritating fumes. See also TIN COMPOUNDS.

Purification Methods

It is prepared by hydrolysis of di-n-butyltin dichloride with KOH. Hence wash it with a little aqueous M KOH, then H2O and dry at ~80o/10mm until the IR is free from OH bands. [Cummings Aust J Chem 18 98 1965, Beilstein 4 I 588.]

InChI:InChI=1/2C4H9.O.Sn/c2*1-3-4-2;;/h2*1,3-4H2,2H3;;/rC8H18OSn/c1-3-5-7-10(9)8-6-4-2/h3-8H2,1-2H3

Upstream product

• 71-36-3 butan-1-ol 
• 7067-44-9 (cyclo-C₆H₁₁)3SnC₄H₉ 
• 1118-46-3 Trichlorbutylstannan 
• 683-18-1 dibutyltin chloride 
• 7732-18-5 water 
• 1002-53-5 dibutylstannane 
• 56-35-9 bis(tri-n-butyltin)oxide 
• 16853-85-3 lithium aluminium tetrahydride 
• 813-19-4 bis(tri-n-butyltin) 
• 78-94-4 methyl vinyl ketone 
• 106-51-4 p-benzoquinone 
• 589-92-4 1-methylcyclohexan-4-one 
• 108-94-1 cyclohexanone 
• 98-53-3 4-tercbutyl-cyclohexanone 

Downstream Products

• 78878-34-9 allyl 3,6-di-O-benzyl-2-O-(2-butenyl)-α-D-galactopyranoside 
• 130610-59-2 benzyl 2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside 
• 117895-06-4 benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-galactopyranoside 
• 139978-97-5 (+)-3,4-di-O-allyl-6-O-benzyl-1,2-O-cyclohexylidene-myo-inositol 
• 78878-37-2 allyl 2-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranoside 
• 144174-52-7 allyl 4-O-benzyl-3-O-para-methoxybenzyl-α-L-rhamnopyranoside 
• 130610-56-9 benzyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 130610-63-8 benzyl 3-O-acetyl-2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 70144-60-4 benzyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 86420-81-7 benzyl 2-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 130610-58-1 benzyl 2-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 130610-57-0 benzyl 3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside 
• 130610-61-6 benzyl 2-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside 
• 130610-60-5 benzyl 3-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside 

Relevant articles and documents

Synthesis and potency study of some Dibutyltin(IV) dinitrobenzoate compounds as corrosion inhibitor for mild steel HRP in DMSO-HC1 solution

Following our succes in the synthesis of some derivatives of organotin(lV) carboxylates, in this work we reported the corrosion inhibitor study of three dibutyltin(IV) compounds using ligands of 2-, 3- And 4-nitrobenzoic acid. All the three synthesized compounds were characterized by spectroscopy techniques and also based on the microanalytical and physical data. The corrosion inhibition was evaluated with potentiodynamic polarization technique using ER644 Integrated Potentiostat eDAQ type on mild steel hot rolled plate (HRP) in DiMSO-HCl solution. The results indicated that the these compounds showed interesting inhibition activity with percentage of inhibition efficiency (% IE) of 59.3, 60.5 and 61.2 % for dibutyltin(IV) 2-nitrobenzoate, 3-nitrobenzoate and 4-nitrobenzoate, respectively. These three dibutyltin(IV) compounds have been shown promising to be potentially used as anticorrosion inhibitors.

Preparation method of dibutyltin oxide

The invention provides a preparation method of dibutyltin oxide. The dibutyltin oxide is at least prepared by (1), synthesis of tetrabutyl tin; (2), synthesis of dibutyl stannous chloride; (3), synthesis of dibutyltin oxide, wherein catalyst used in step (2) is composite of modified nano-crystalline cellulose and aluminium chloride. The dibutyltin oxide is applied to electric paint and electrophoretic paint fields.

Preparation method of high-purity dibutyltin oxide

The invention relates to a preparation method of high-purity dibutyltin oxide. The preparation method comprises the steps of carrying out synthetic reaction on the raw materials including dibutyltin oxide and alkali in a heterogeneous system of an organic solvent and a water solution, and finally carrying out centrifugation and drying, so as to obtain a dibutyltin oxide finished product. The product prepared by virtue of the preparation method is high in purity; the organic solvent and a surfactant are respectively used as a solvent and an extraction medium in a preparation process, and dibutyltin oxide particles generated by alkalization reaction are rapidly transferred into an organic phase by virtue of an absorption effect of the surfactant in the alkalization reaction process, so that the product is separated from water rich in chloride ions; the organic phase containing dibutyltin oxide is collected through layering separation, toluene is recycled through distillation, and then high-purity dibutyltin oxide is prepared; the content of the chloride ions in the product is effectively controlled to be less than or equal to 50ppm, so that the industrial water pollution is reduced.

Ultrafine dibutyltin oxide and preparation method thereof

The invention relates to an ultrafine dibutyltin oxide and a preparation method thereof, and belongs to the technical field of preparation of ultrafine powder catalysts. The preparation method concretely comprises the following steps: 1, heating dibutyltin dichloride to a certain temperature in order to liquefy dibutyltin dichloride , and introducing the liquefied dibutyltin dichloride to an atomizer; 2, starting the atomizer to atomize the liquid dibutyltin dichloride ; 3, spraying atomized dibutyltin dichloride flow into a reaction kettle equipped with an alkali liquid, fully mixing the flow with the alkali liquid, and carrying out a primary reaction; 4, separating the obtained liquid after the primary reaction ends, adding the alkali liquid, carrying out a secondary reaction, and carrying out a tertiary reaction; and 5, washing a material obtained in step 4 with water, centrifuging the washed material, carrying out vacuum drying, discharging the dried material, and weighing the discharged material to obtain the required ultrafine dibutyltin oxide product. Ultrafine dibutyltin oxide synthesized through the method is fine and uniform, has high purity, and can be used as an electrophoresis paint catalyst.

The synthesis, characterization and comparative anticorrosion study of some organotin(IV) 4-chlorobenzoates

The synthesis of 3 compounds of a series of dibutyl(IV) di-4-chlorobenzoate, diphenyl(IV) di-4-chlorobenzoate and triphenyltin(IV) 4-chlorobenzoate have successfully been performed by reacting the dibutyltin(IV) dichloride, diphenyltin(IV) dichloride and triphenyltin(IV) chloride respectively via the dibutyltin(IV) oxide, diphenyltin(IV) dihydroxide and triphenyltin(IV) hydroxide with 4-chlorobenzoic acid. All compounds synthesized were well characterized by 1H and 13C NMR, IR and UV-Vis spectroscopies as well as based on the microanalytical data. The anticorrosion activity of these compounds were tested on Hot Roller Plate (HRP) mild steel in DMSO-HCl solution using potentiodynamic method. The results revealed that the triphenyltin(IV) 4-chlorobenzoate clearly showed the strongest inhibitor activity compared to the other derivatives, while diphenyltin(IV) compounds were better than that of dibutyltin(IV) analogous. The results reported here indicated that the optimal activity were depended on the ligand attached to the metal centre and might also be related to the number of carbon atoms present in the organotin(IV) used.

Structural investigations on diorgano- and triorganotin(IV) derivatives of [meso-tetra(4-sulfonatophenyl)porphine] metal chlorides

Several new complexes of organotin(IV) moieties with MCl n[meso-tetra(4-sulfonatophenyl)porphine], (R2Sn) 2MCln[meso-tetra(4-sulfonatophenyl)-porphinate]s and (R3Sn)4MCln [meso-tetra(4-sulfonatophenyl) porphinate]s, [M = Fe(III), Mn(III): n = 1, R = Me, n-Bu; Ph; M = Sn(IV): n = 2, R = Me, n-Bu] have been synthesized and their solid state configuration investigated by infrared (IR) and M?ssbauer spectroscopy, and by 1H and 13C NMR in D2O. The electron density on the metal ion coordinated inside the porphyrin ring is not influenced by the organotin(IV) moieties bonded to the oxygen atoms of the side chain sulfonatophenyl groups, as it has been inferred on the basis of M?ssbauer spectroscopy and, in particular, from the invariance of the isomer shift of the Fe(III) and Sn(IV) atoms coordinated into the porphyrin square plane of the newly synthesized complexes, with respect to the same atoms in the free ligand. As far as the coordination polyhedra around the peripheral tin atoms are concerned, infrared spectra and experimental M?ssbauer data would suggest octahedral and trigonal bipyramidal environments around tin, in polymeric configurations obtained, respectively, in the diorganotin derivatives through chelating or bridging sulfonate groups coordinating in the square plane, and in triorganotin(IV) complexes through bridging sulfonate oxygen atoms in axial positions. The structures of the (Me3Sn)4Sn(IV)Cl 2[meso-tetra(4-sulfonatophenyl)porphinate] and of the two model systems, Me3Sn(PS)(HPS) and Me2Sn(PS)2 [HPS = phenylsulfonic acid], have been studied by a two layer ONIOM method, using the hybrid DFT B3LYP functional for the higher layer, including the significant tin environment. This approach allowed us to support the structural hypotheses inferred by the IR and M?ssbauer spectroscopy analysis and to obtain detailed geometrical information of the tin environment in the compounds investigated. 1H and 13C NMR data suggested retention of the geometry around the tin(IV) atom in D2O solution.

Synthesis of organotin oxides

Organotin oxides are synthesized by reacting powdered tin metal with an alcohol at elevated temperatures on the order of about 200-400° C. Monoalkyltin, dialkyltin and trialkyltin oxides are produced in quantitative yields according to the method.

Synthesis of organotin oxides

Organotin oxides are synthesized by reacting powdered tin metal with an alcohol at elevated temperatures on the order of about 200-400° C. Monoalkyltin, dialkyltin and trialkyltin oxides are produced in quantitative yields according to the method.

Synthesis of organotin oxides

Organotin oxides are synthesized by reacting powdered tin metal with an alcohol at elevated temperatures on the order of about 200-400° C. Dialkyltin oxides are produced in quantitative yields according to the method.

Benzothiazolylthio or thiadiazolylthio substituted phenols as multifunctional additives for lubricants

Suitable lubricant additives are the compounds of formulae wherein the substituents and groups have the following preferred meanings: R1=H; R2=methyl or tert-butyl; R3=tert-butyl; s=0, 1 or 2; R4=-A-[(C6H2)(methyl or tert-butyl)(OH)(tert-butyl)]; A=-CH2CH2O-(C=O)-CH2CH2- or -CH2CH(CH3)-O-(C=O)-CH2CH2.