683-18-1

Basic information

• Product Name: Dibutyltin dichloride
• Synonyms: dibutylstanniumdichloride;dibutyl-tidichloride;dibutyltinchloride;dichlorodibutylstannane;dichlorodibutyltin;di-n-butyl-zinn-dichlorid;Stannane, dibutyldichloro;DI-N-BUTYLTIN DICHLORIDE
• CAS NO: 683-18-1
• Molecular Formula: C₈H₁₈Cl₂Sn
• Molecular Weight: 303.84
• EINECS: 211-670-0
• 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;organotin stabilizers and catalysts;For the production of TBT heat stabilizer, catalyst and Marine antifouling biological compounds intermediates, also used in powder fungicide, preservative, biological drive agent
• Mol File: 683-18-1.mol

Chemical Properties

• Melting Point: 39 °C
• Boiling Point: 135 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White/Crystalline
• Density: 1.4
• Vapor Pressure: 0.0016 hPa (25 °C)
• Refractive Index: 1.4991
• Storage Temp.: 2-8°C
• Solubility: 0.32g/l
• Water Solubility: 320 mg/L, hydrolises in hot water
• Sensitive: Moisture Sensitive
• BRN: 3535484
• CAS DataBase Reference: Dibutyltin dichloride(CAS DataBase Reference)
• NIST Chemistry Reference: Dibutyltin dichloride(683-18-1)
• EPA Substance Registry System: Dibutyltin dichloride(683-18-1)

Safety Data

• Hazard Codes: T,N,C,T+
• Statements: 25-34-51/53-63-23/24/25-68-50/53-48/25-26-21-61-60
• Safety Statements: 26-36/37/39-45-61-38-28A-60-53
• RIDADR: UN 2928 6.1/PG 2
• WGK Germany: 3
• RTECS: WH7100000
• F: 10-21
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 683-18-1(Hazardous Substances Data)

Usage

Chemical Description

Dibutyltin dichloride is an organotin compound that is used as a catalyst in various chemical reactions.

Uses

Used in Plastics Industry:
Dibutyltin dichloride is used as a heat and light stabilizer for polyvinyl chloride plastics, enhancing their durability and resistance to environmental factors.
Used in Chemical Synthesis:
In the chemical industry, dibutyltin dichloride is utilized in the preparation of methyl 2-(methoxycarbonylmethyl)-5-iodobenzene by reacting with 2,5-diiodobenzoic acid, contributing to the synthesis of various organic compounds.
Used as an Esterification Catalyst:
Dibutyltin dichloride serves as an esterification catalyst, accelerating the reaction process and improving the efficiency of chemical production.
Used in Veterinary Medicine:
It acts as a veterinary vermicide and tapeworm remedy, helping to treat and control parasitic infections in animals.
Used as an Ion Exchange Agent:
Dibutyltin dichloride is employed as an ion exchange agent, playing a crucial role in various chemical processes and separation techniques.
Used in Process Regulation:
It is used as a process regulator and processing aid, ensuring the smooth operation and optimization of industrial processes.

Preparation

Dibutyltin dichloride is manufactured from crude tetrabutyltin and tin tetrachloride and is usually catalysed with aluminium trichloride (Blunden & Evans, 1989; Gaver, 1997; Thoonen et al., 2001)

Safety Profile

Poison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by skin contact. A severe skin and eye irritant. Experimental reproductive effects. Mutation data reported. See also TIN COMPOUNDS. Combustible when exposed to heat or flame. A dangerous material; emits highly toxic fumes of HCl; wdl react with water or steam to produce heat and toxic fumes; can react vigorously with oxidizing materials. To Poison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by skin contact. A severe skin and eye irritant. Experimental reproductive effects. Mutation data reported. See also TIN COMPOUNDS. Combustible when exposed to heat or flame. A dangerous material; emits highly toxic fumes of HCl; wdl react with water or steam to produce heat and toxic fumes; can react vigorously with oxidizing materials. Tofight fue, use water, foam, CO2, dry chemical.

InChI:InChI=1/2C4H9.2ClH.Sn/c2*1-3-4-2;;;/h2*1,3-4H2,2H3;2*1H;/q;;;;+2/p-2/rC8H18Sn.2ClH/c1-3-5-7-9-8-6-4-2;;/h3-8H2,1-2H3;2*1H/q+2;;/p-2

Upstream product

• 1461-25-2 tetra-n-butyltin(IV) 
• 109-69-3 n-Butyl chloride 
• 1889-20-9 n-butylmagnesium iodide 
• 7330-43-0 divinyldibutyltin 
• 7440-31-5 tin 
• 60080-20-8 tin(IV) bis(acetylacetonate) dichloride 
• 693-04-9 butyl magnesium bromide 
• 7719-09-7 thionyl chloride 
• 7647-01-0 hydrogenchloride 
• 61726-33-8 dibenzyldibutylstannane 
• 1118-46-3 Trichlorbutylstannan 
• 1461-22-9 tributyltin chloride 
• 59586-13-9 methyl 3-(trichlorostannyl)propanoate 
• 7782-50-5 chlorine 

Downstream Products

• 1067-55-6 dibutyldimethoxytin 
• 1461-25-2 tetra-n-butyltin(IV) 
• 7330-43-0 divinyldibutyltin 
• 15336-98-8 diallyldibutyltin 
• 23654-18-4 Dibutylzinndithiocyanat 
• 1067-33-0 dibutyltin diacetate 
• 6452-61-5 di-n-butyldiphenyltin 
• 1002-53-5 dibutylstannane 
• 119698-13-4 bis-(1-benzenesulfonyl-acetonyl)-dibutyl stannane 
• 78-06-8 dibutyltin 3-mercaptoapropionate 
• 3349-36-8 di-n-butyl-di(n-butyloxy)tin 
• 1185-81-5 dibutyl tin ⁽²⁺⁾; bis-dodecane-1-thiolate 
• 36746-27-7 5-formyl-2,2'-dipyrrylmethane 
• 847866-48-2 dibutyl(5,10-dihydro-1,9-diformyl-5-phenyldipyrrinato)tin(IV) 

Relevant articles and documents

Molecular and crystal structures of Cp*M(S2N2) (M = Co, Rh, Ir) and related compounds

Cp*Rh(S2N2) was prepared as a microcrystalline solid by using [S4N3]Cl in liquid ammonia or [nBu 2Sn(S2N2)]2. It was characterised by NMR, IR and Raman spectroscopy an

Preparation method of monobutyltin oxide

The invention provides a preparation method of monobutyltin oxide. The method includes the steps of firstly, adding tetrabutyl tin into a reactor, evenly stirring, slowly dropwise adding tin tetrachloride, then stirring for 30 minutes, heating to 140 DEG C, and performing heat-preservation reaction for 4-8 hours to obtain the mixed solution of monobutyltin trichloride and dibutyltin dichloride; secondly, heating the mixed solution of the monobutyltin trichloride and the dibutyltin dichloride to 95-100 DEG C, and collecting the monobutyltin trichloride; thirdly, adding the monobutyltin trichloride collected in the second step, surfactant and an organic solvent into a reactor, evenly stirring, slowly dropwise adding a sodium hydroxide solution, then heating to 90 DEG C, performing heat-preservation reaction for 3.5-4 hours, cooling to room temperature, filtering to obtain crude monobutyltin oxide, washing the crude monobutyltin oxide until the crude monobutyltin oxide is neutral, and performing reduced-pressure drying at 80 DEG C for 12 hours to obtain the monobutyltin oxide, wherein the surfactant is chitosan modified imidazoline ampholytic surfactant and quaternized polyvinyl alcohol.

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.

PREPARATIONS OF META-IODOBENZYLGUANIDINE AND PRECURSORS THEREOF

The present disclosure provides purified forms of iobenguane and preparations of a precursor to iobenguane, such as a polymer, the polymer comprising a monomer of formula (I) or a pharmaceutically acceptable salt thereof, the preparation comprising leachable tin at a level of 0 ppm to 850 ppm.

Indium-mediated regioselective synthesis of ketones from arylstannanes under solvent-free ultrasound irradiation

The solvent-free indium-promoted reaction of alkanoyl chlorides with sterically and electronically diverse arylstannanes is a simple and direct method for the regioselective synthesis of primary, secondary and tertiary alkyl aryl ketones in good to excellent isolated yields (42-84%) under mild and neutral conditions. The protocol is also adequate for the synthesis of aryl vinyl ketones. Reaction times are drastically reduced (from 3-32 h to 10-70 min) under ultrasonic irradiation. Evidences for the involvement of a homolytic aromatic ipso-substitution mechanism, in which indium metal acts as radical initiator, are presented. It is possible the transference of two aryl groups from tin, thus improving effective mass yield, working with diarylstannanes as starting substrates.

Tri- and diorganostannates containing 2-(N,N-dimethylaminomethyl)phenyl ligand

The C,N-chelated tri and diorganotin(IV) chlorides react with both protic mineral acids and carboxylic acids. The nitrogen atom of the LCN ligand (where LCN is 2-(dimethylaminomethyl)phenyl) is thus quarternized - protonated and new Sn-X bond (X = Cl, Br, I or the remainder of the starting acid used) is simultaneously formed. The set of zwitterionic tri and diorganostannates containing protonated 2-(dimethylaminomethyl)phenyl-moiety was prepared and structurally characterized by multinuclear NMR spectroscopy and XRD techniques. In all these cases, the intramolecular N-H?X bond is present in the molecule. Despite the central tin atom remains five-coordinated (except for the [HLCNH]+[(n-Bu)2SnCl(NO 3)2]-) and reveals a distorted trigonal bipyramidal geometry, the 119Sn NMR chemical shift values of these zwitterionic stannates are somewhat shifted to the higher field than corresponding starting C,N-chelated tri and diorganotin(IV) halides. Reactions of C,N-chelated organotin(IV) halides with various Lewis acids are also discussed.

Five-membered arsenic-sulfur-nitrogen heterocycles, RAs(S2N 2) (R = Me, Et, iPr, tBu, Ph, Mes)

A series of 5-alkyl/aryl-1,3λ4δ2,2,4,5- dithiadiazarsoles RAs(S2N2) (R = Me, Et, iPr, tBu, Ph, Mes) were prepared by a ligand exchange between [ nBu2Sn(S2N2)]2 and the corresponding organodihalogenoarsines RAsX2 (X = Cl, I). All products were characterized by NMR, IR, and Raman spectroscopies and mass spectrometry. The crystal structures of the aryldithiadiazarsoles (R = Ph, Mes) were determined.

PROCESS FOR PRODUCTION OF DIALKYLTIN DIALKOXIDES

An object of the present invention is to provide a process for producing a dialkyl tin compound from a composition of deactivated forms of a dialkyl tin catalyst, and to provide a process for producing the dialkyl tin catalyst from the dialkyl tin compound and using the dialkyl tin catalyst to produce a carbonic acid ester. According to the present invention, a process for producing a dialkyl tin compound is provided that subjects a composition of the deactivated forms of the dialkyl tin catalyst, formed when producing an ester compound, to an alkyl group redistribution reaction and/or dealkylation reaction.

Synthesis, structures, and properties of mixed dithiolene-carbonyl and dithiolene-phosphine complexes of tungsten

A new, high yield synthesis of [Ni(S2C2Me 2)2] (3) is described using 4,5-dimethyl-1,3-dithiol-2-one, Me 2C2S2C=O (1), as dithiolene ligand precursor. Reaction of (Me2C2/su

Process for the preparation of monoalkyl tin trihalides and dialkyl tin dihalides

The present invention comprises a process for the production of monoalkyltin trihalides of the formula RSnHal 3 , in which R = alkyl or cycloalkyl and Hal = Cl, Br or I, said process comprising contacting alkene, stannous halide and hydrogen halide in the presence of at least one transition metal complex as a catalyst or catalyst precursor; optionally thereafter isolating the monoalkyltin trihalides from the medium. Advantageously M is selected from Group VIII of the periodic Table of elements. The reaction can be carried out with or without a solvent. The reaction proceeds selectively, the only significant side product being alkene isomers resulting from isomerisation of the starting alkene. The alkene is currently applied in excess to the other reactants. The hydrogen halide acid may be employed as gas or in solution. The reaction proceeds smoothly at room temperature or above. A multitude of organic solvents can be used, in particular, solvents like alcohols, ethers and apolar aromatic and aliphatic solvents and mixtures thereof. Small amounts of water do not disturb the reaction. The invention also comprises a process to make dialkyltin dihalides. The monoalkyltin trihalides (i) either isolated from the above reaction medium (ii) either coming from another source are reacted with tin metal to get a mixture of tin dihalide and dialkyltin dihalides. Optionally in option (i) the tin metal can be added during the reaction to monoalkyltin trihalide. In that way the tin dihalide formed can be consumed to produce monoalkyltin trihalide. The invention also relates to the use of these monoalkyltin trihalides, dialkyltin dihalides and mixtures thereof made according to the process hereabove as intermediates for PVC stabilisers, glass coating Chemicals and catalysts.