CID 13751184

Base Information

• Chemical Name: CID 13751184
• CAS No.: 56-35-9
• Molecular Formula: C24H54OSn2
• Molecular Weight: 596.112
• Hs Code.: 29310095
• Mol file: 56-35-9.mol

Synonyms:

Chemical Property of CID 13751184

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: <0.01 mm Hg ( 25 °C)
• Melting Point: -45 °C
• Refractive Index: n20/D 1.486(lit.)
• Boiling Point: 474.847 °C at 760 mmHg
• Flash Point: 240.979 °C
• PSA: 9.23000
• Density: 1.17g/mLat 25°C(lit.)
• LogP: 9.69460
• Storage Temp.: +4°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Chloroform (Soluble), Methanol (Slightly)
• Water Solubility.: INSOLUBLE
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 18
• Exact Mass: 596.22128
• Heavy Atom Count: 27
• Complexity: 197

Purity/Quality:

Bis(tributyltin) oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 35-36/37/39-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[Sn](=O)CCCC.CCCC[Sn](CCCC)(CCCC)CCCC
• Description: TBTO (bis(tri-n-butyltin)oxide) appears as thin, colourless to pale yellow, flammable and combustible liquid. It is soluble in organic solvents. TBTO, or bis(tri-n-butyltin)oxide, is an organotin compound used as a biocide, fungicide, and molluscicide. Uses of tributyltin also include as an anti-fouling chemical in marine paints for boats, anti-fungal agent in textiles and industrial water systems, in cooling tower and refrigeration water systems, wood pulp preservative in paints and paper mill systems, inner surfaces of cardboard, and in the manufacturing processes of leather goods, textiles, wood, plastics, and mothproof stored garments. In fact, TBT compounds are considered the most hazardous of all tin compounds.
• Uses: Bis(tributyltin) Oxide is an organotin compound used as a fungicide and molluscicide, particularly in wood preservation. Bis(tributyltin) Oxide was used as an active component in marine antifouling paints but is not longer used due to its toxicity and is considered a severe marine pollutant. Bis(tributyltin) oxide is widely used in Europe for the preservation of timber, millwork, and wood joinery, eg, window sashes and door frames. It is applied from organic solution by dipping or vacuum impregnation. It imparts resistance to attack by fungi and insects but is not suitable for underground use. An advantage of bis(tributyltin) oxide is that it does not interfere with subsequent painting or decorative staining and does not change the natural color of the wood. Tributyltin oxide is used as an antifouling and biocide agent against fungi, algae and bacteria in paints and is an irritant.

Technology Process of CID 13751184

There total 57 articles about CID 13751184 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

bis(tributyltin) carbonate (5035-69-8) → carbon dioxide (124-38-9,18923-20-1) + bis(tri-n-butyltin)oxide (56-35-9)

Guidance literature:

In not given; tin compd. was heated at 65°C under vac.;

DOI:10.1021/om000397f

Reference yield: 75.3%

(C4H9)3SnOCH(N(C2H5)2)CHCHC6H5 → C6H5CH(N(C2H5)2)CHCHN(C2H5)2 + 3-phenyl-propenal (104-55-2) + bis(tri-n-butyltin)oxide (56-35-9)

Guidance literature:

decompn. at 25°C within 8 h;

DOI:10.1016/S0022-328X(00)85507-2

Reference yield: 56.0%

tributylethynyltin (994-89-8) + μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine] (88016-29-9) → ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate (125803-61-4) + bis(tri-n-butyltin)oxide (56-35-9)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

upstream raw materials:

tributyltin chloride

tributylethynyltin

μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]

β-(cyclohexylthio)ethyl tri-n-butyltin sulfide

Downstream raw materials:

tributyl(1-chloro-3-phenoxy-2-propanyloxy)stannane

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[4-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenoxy}-tetrahydro-pyran-3-yl ester

5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-2-(N-methylcarbamoyl)oxymethyl-1H-imidazole

3-Phenoxycarbonyl-3,4,5,6-tetrahydro-2H-1,3-oxazin-2-one

Refernces

Convenient one-pot synthesis of hexa-n-butylditin from bis(tri-n-butyltin) oxide

10.1021/om00008a058

Helena McAlonan and Paul J. Stevenson present a novel method for synthesizing hexa-n-butylditin from bis(tri-n-butyltin) oxide using sodium borohydride in ethanol at room temperature, achieving an 83% yield. This method is advantageous due to its mild conditions and simple workup process. The reaction involves an initial reduction of bis(tri-n-butyltin) oxide to tri-n-butyltin hydride, which is not isolated and rapidly converts to hexa-n-butylditin under basic conditions. Mechanistic studies using 13C NMR spectroscopy revealed that the ethoxide anion, generated from the reaction of sodium borohydride with ethanol, catalyzes the transformation of tri-n-butyltin hydride to hexa-n-butylditin. This finding suggests that the presence of a boron ethoxide is crucial for the reaction's success.