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Dibutyltin oxide

Base Information Edit
  • Chemical Name:Dibutyltin oxide
  • CAS No.:818-08-6
  • Deprecated CAS:144377-64-0,695165-22-1
  • Molecular Formula:C8H18OSn
  • Molecular Weight:248.94
  • Hs Code.:29310095
  • European Community (EC) Number:212-449-1
  • ICSC Number:0256
  • NSC Number:28130
  • UN Number:3146
  • UNII:T435H74FO0
  • DSSTox Substance ID:DTXSID4027315
  • Wikipedia:Dibutyltin_oxide
  • Wikidata:Q2677909
  • Mol file:818-08-6.mol
Dibutyltin oxide

Synonyms:dibutyltin oxide

Suppliers and Price of Dibutyltin oxide
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Dibutyltin(IV) oxide
  • 10g
  • $ 340.00
  • TCI Chemical
  • Dibutyltin Oxide
  • 100G
  • $ 25.00
  • TCI Chemical
  • Dibutyltin Oxide
  • 25G
  • $ 12.00
  • Strem Chemicals
  • Di-n-butyltin oxide, 98%
  • 500g
  • $ 92.00
  • Strem Chemicals
  • Di-n-butyltin oxide, 98%
  • 100g
  • $ 30.00
  • Sigma-Aldrich
  • Dibutyltin oxide for synthesis
  • 5 g
  • $ 26.73
  • Sigma-Aldrich
  • Dibutyltin oxide for synthesis
  • 250 g
  • $ 52.26
  • Sigma-Aldrich
  • Dibutyltin(IV) oxide purum
  • 100 g
  • $ 31.80
  • Sigma-Aldrich
  • Dibutyltin(IV) oxide 98%
  • 100 g
  • $ 31.20
  • Sigma-Aldrich
  • Dibutyltin(IV) oxide purum
  • 500 g
  • $ 107.00
Total 3 raw suppliers
Chemical Property of Dibutyltin oxide Edit
Chemical Property:
  • Appearance/Colour:white powder 
  • Vapor Pressure:0Pa at 25℃ 
  • Melting Point:≥300 °C(lit.) 
  • Boiling Point:>300°C 
  • Flash Point:81-83°C 
  • PSA:17.07000 
  • Density:1,5 g/cm3 
  • LogP:3.00860 
  • Storage Temp.:Store below +30°C. 
  • Water Solubility.:4.0 mg/L (20 ºC) 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:1
  • Rotatable Bond Count:6
  • Exact Mass:250.037968
  • Heavy Atom Count:10
  • Complexity:81.3
Purity/Quality:

95+% *data from raw suppliers

Dibutyltin(IV) oxide *data from reagent suppliers

Safty Information:
  • Pictogram(s): Toxic
  • 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 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Metals -> Tin Compounds, Organic
  • Canonical SMILES:CCCC[Sn](=O)CCCC
  • Inhalation Risk:A harmful concentration of airborne particles can be reached quickly when dispersed.
  • Effects of Short Term Exposure:The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the nervous system. This may result in impaired functions. Exposure could cause death.
  • General Description Dibutyltin oxide (DBTO) is a versatile organotin compound used as a catalyst in regioselective reactions, such as the monotosylation of 1,2-diols, where it demonstrates high efficiency even at low concentrations (as low as 0.005 mol %). It forms reactive tin acetals that improve reaction reproducibility and selectivity, particularly when paired with bases like diisopropyl ethyl amine. Additionally, DBTO is employed in organic synthesis, including the preparation of substituted bicyclic compounds and lactam dipeptides, showcasing its utility in facilitating complex transformations.
Technology Process of Dibutyltin oxide

There total 33 articles about Dibutyltin oxide 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:
Guidance literature:
With ammonia; In hexane; at 45 ℃; for 3h; Reagent/catalyst; Temperature; Solvent; Large scale;
Refernces Edit

Synthesis of Substituted 2,6-Dioxabicyclo<3.1.1>heptanes. 1,3-Anhydro-2,4,6-tri-O-benzyl- and 1,3-Anhydro-2,4,6-tri-O-(p-bromobenzyl)-β-D-mannopyranose

10.1021/jo00317a030

The study investigates the synthesis and properties of substituted 2,6-dioxabicyclo[3.1.1]heptanes, specifically focusing on the compounds 1,3-anhydro-2,4,6-tri-O-benzyl-β-D-mannopyranose and 1,3-anhydro-2,4,6-tri-O-(p-bromobenzyl)-β-D-mannopyranose. These compounds are synthesized through a series of reactions involving various reagents such as dibutyltin oxide, allyl bromide, benzyl chloride, and p-bromobenzyl bromide. The synthesis process includes steps like acetylation, benzylation, and ring closure using strong bases like sodium hydride (NaH) and potassium tert-butoxide (t-BuOK). The study aims to produce these anhydro sugars as precursors for the synthesis of 1,3-mannopyranans by ring-opening polymerizations, which are of interest for their potential applications in immunological and biochemical investigations. The compounds' structures are confirmed through mass spectrometry, 1H NMR, and 13C NMR spectroscopy, and their stability and purity are assessed through various analytical techniques.

Synthesis and conformational analysis of a dimerising eight-membered lactam dipeptide

10.1039/b003789n

The research focuses on synthesizing and analyzing the conformational behavior of an eight-membered lactam dipeptide. The purpose was to study self-recognition and dimerization in cis-disubstituted medium-ring lactam dipeptides as a part of designing β-turn mimetics. The synthesis involved 12 steps starting from L-serine-derived compounds, yielding the dipeptide with a semi-extended conformation capable of head-to-tail dimerization (Kdim ~ 100 dm3/mol in CDCl2CDCl2). Conformational analyses using NMR, IR, and vapour pressure osmometry revealed strong intermolecular interactions. Chemicals used included L-serine-derived oxazolidines, dibutyltin oxide, di-tert-butyl dicarbonate, and diphenylphosphoryl azide, among others.

Further improvements of the dibutyl tin oxide-catalyzed regioselective diol tosylation

10.1016/j.tetlet.2009.11.026

The study focuses on enhancing the efficiency of the selective monotosylation of 1,2-diols using dibutyl tin oxide (Bu2SnO) as a catalyst. The researchers discovered that the amount of Bu2SnO could be significantly reduced from 2 mol % to as low as 0.005 mol % while still achieving effective tosylation. They also found that the corresponding tin acetal 3b, derived from Bu2SnO and ethylene glycol, exhibited faster conversions and more reproducible reaction times compared to Bu2SnO alone. The study highlights the use of diisopropyl ethyl amine (iPr2NEt) as a base, which provided better purity of the product than triethylamine (Et3N). The research demonstrates that the tin acetal 3b can be used as a generic catalyst for selective diol tosylation, allowing further reduction in catalyst loading and achieving higher yields and better selectivities on various commercial diol substrates.

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