56-35-9 Usage
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.
Chemical Properties
Clear colorless liquid
Uses
Different sources of media describe the Uses of 56-35-9 differently. You can refer to the following data:
1. 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.
2. 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.
3. Tributyltin oxide is used as an antifouling and biocide
agent against fungi, algae and bacteria in paints and is
an irritant.
General Description
Clear pale yellow liquid. Toxic by skin absorption or inhalation of vapors. Used as a bactericide, fungicide and chemical intermediate.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Bis(tributyltin) oxide may react vigorously with oxidizing agents and with reducing agents.
Hazard
Toxic via ingestion and inhalation.
Health Hazard
ACUTE/CHRONIC HAZARDS: Bis(tributyltin) oxide is toxic by ingestion and inhalation and is a skin and eye irritant.
Fire Hazard
Bis(tributyltin) oxide is probably combustible.
Contact allergens
Tributyl tin oxide is used as an antifouling and biocide
agent against fungi, algae, and bacteria, particularly in
paints. Sometimes used in chemistry, tributyltin oxide is
a strong irritant.
Check Digit Verification of cas no
The CAS Registry Mumber 56-35-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 6 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 56-35:
(4*5)+(3*6)+(2*3)+(1*5)=49
49 % 10 = 9
So 56-35-9 is a valid CAS Registry Number.
InChI:InChI=1/6C4H9.O.2Sn/c6*1-3-4-2;;;/h6*1,3-4H2,2H3;;;/rC24H54OSn2/c1-7-13-19-26(20-14-8-2,21-15-9-3)25-27(22-16-10-4,23-17-11-5)24-18-12-6/h7-24H2,1-6H3
56-35-9Relevant articles and documents
Reactivity behavior of (hydroxy)diorganotin(IV)methanesulfonates with ionic nucleophiles - Synthesis and structural characterization of novel diorganostannate salts, [R2Sn(μ-OH)(OSO2Me)(ONO 2)]22Bu4N
Shankar, Ravi,Kumar, Mukesh,Chadha, Raj K.,Narula, Suraj P.
, p. 71 - 75 (2004)
The reaction of R2Sn(OH)OSO2Me [R=n-Pr (1a), or n-Bu (1b)] with one equivalent of Bu4NNO3 in CH 2Cl2 proceeds via nucleophilic addition of NO 3- ion to the Lewis acidic tin center and results in the formation of novel diorganostannates, [R2Sn(μ-OH)(OSO 2Me)(ONO2)]22Bu4N [R=n-Pr (2a), n-Bu(2b)]. The molecular structure of 2b comprises of hydroxy-bridged dimer with monodentate methanesulfonate and nitrate groups bonded to each tin atom. Analogous reactions of the tin precursor, 1b with strong nucleophiles such as Bu4NX (X=F-, OAc-) and RLi (R=n-Bu, Me) favor ionic metathesis pathway involving Sn-OSO2Me bond cleavage. This approach provides a simple and facile synthetic route for triorganotin oxides, (R2R′Sn)2O (R=R′=n-Bu, R=n-Bu, R′=Me).
-
Tenny,Tenny
, p. 54,55,56,57 (1968)
-
Polyoxometalate-catalyzed insertion of oxygen from O2 into tin-alkyl bonds
Khenkin, Alexander M.,Efremenko, Irena,Martin, Jan M. L.,Neumann, Ronny
supporting information, p. 19304 - 19310 (2014/01/17)
The polyoxometalate H5PV2Mo10O 40 mediates the insertion of an oxygen atom from H5PV 2Mo10O40 into the tin-carbon bond of n-Bu 4Sn through its activation by
Stereoselective radical tandem cyclohydrostannation of optically active di-unsaturated esters of TADDOL
Gerbino, Dario C.,Koll, Liliana C.,Mandolesi, Sandra D.,Podesta, Julio C.
, p. 660 - 665 (2009/01/30)
This paper reports the results obtained in a study on the radical addition of triorganotin hydrides, R3SnH (R = Me, n-Bu, Ph; Neophyl), to four TADDOL unsaturated diesters. It was found that diese reactions lead in high yields to products of cyclohydrostannation. It was also found that whereas the addition of these hydrides to TADDOL diacrylate and TADDOL dimethacrylate leads to the expected mixtures of two and four cycloundecane diastereoisomers, respectively, the addition of triphenyltin hydride to TADDOL disubstituted acrylates yields only four out of the 16 possible stereoisomers. The observed high stereoselectivity is consistent with the radical tandem cyclohydrostannation mechanism proposed. Only in the case of the hydrostannation of TADDOL diacrylate with trimethyl- and triphenyltin hydrides could the diastereoisomers obtained in higher proportion (5a and 8a) be isolated in pure form. The subsequent reduction (lithium aluminum hydride) of macrolides 5a and 8a afforded the corresponding optically active diols 26 and 27 in high yield. Full 1H, 13C, and 119Sn NMR data are given.
