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A13242 Bis(tri-n-butyltin) oxide, 97%

CAS Number
56-35-9
Synonyms
Hexabutyl distannoxane
Tri-n-butyltin oxide

Stock No. Size Price ($) Quantity Availability
A13242-22 100g 33.30
A13242-36 500g 109.00
A13242-0E 2500g 491.00
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Bis(tri-n-butyltin) oxide, 97%

MDL
MFCD00009418
EINECS
200-268-0

Chemical Properties

Formula
C24H54OSn2
Formula Weight
596.07
Melting point
-45°
Boiling Point
179-180°/2mm
Flash Point
168°(334°F)
Density
1.172
Refractive Index
1.4865
Storage & Sensitivity
Ambient temperatures.
Solubility
Soluble in water (0.071 g/L)

Applications

Bis(tri-n-butyltin) oxide is employed in the synthesis of α,β-unsaturated methyl ketones, isoxazoles.

Notes

Store at room temperature. Incompatible with oxidizing agents. Ensure adequate ventilation.

Literature References

E.I. Krajnc.; P.W. Wester.;J.G. Loeber.; F.X.R. van Leeuwen.; J.G. Vos.; H.A.M.G. Vaessen.; C.A. van der Heijden. Toxicity of bis(tri-n-butyltin)oxide in the rat: I. Short-term effects on general parameters and on the endocrine and lymphoid systems. Toxicol. Appl. Pharmacol. 1984, 75 (3),363-386 .

J.G. Vos.; A.De Klerk.; E.I. Krajnc.; H.Van Loveren.; J. Rozing. Immunotoxicity of Bis(tri-n-butyltin)oxide in the rat: Effects on thymus-dependent immunity and on nonspecific resistance following long-term exposure in young versus aged rats. Toxicol. Appl. Pharmacol. 1990, 105 (1),144-155 .

Reacts with alcohols to give tri-n-butylstannyl ethers which, for simple alcohols, are very susceptible to hydrolysis: Synthesis, 56 (1969); J. Organomet. Chem., 110, C57 (1976). In combination with bromine or NBS, allylic, benzylic and secondary alcohols are oxidized to carbonyl compounds, enabling the selective oxidation of secondary, in the presence of primary, alcohols: Bull. Chem. Soc. Jpn., 49, 1656 (1976); Tetrahedron Lett., 4597 (1976); J. Am. Chem. Soc., 98, 1629 (1976). Similarly, sulfides give sulfoxides with no over-oxidation to sulfones: Tetrahedron Lett., 2413 (1977).

Reacts with terminal alkynes to give alkynyl tin reagents. Where these reagents have electron-withdrawing substituents, they undergo regioselective cycloaddition with 1,3-dienes: Tetrahedron, 45, 1145 (1989):

Converts thioamides to nitriles, as does Di-n-butyl­tin oxide, L14491: J .Org. Chem., 47, 4594 (1982).

Reagent for mild, selective non-hydrolytic deprotection of esters: Tetrahedron Lett., 32, 4239 (1991); J. Org. Chem., 59, 7259 (1994); Tetrahedron Lett., 36, 3311 (1995).

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H312-H315-H319-H335-H360FD-H372

Toxic if swallowed. Harmful in contact with skin. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May damage fertility. Suspected of damaging the unborn child. May damage fertility. May damage the unborn child. Causes damage to organs through prolonged or repeated exposure.

Precautionary Statements: P201-P202-P260-P264b-P270-P271-P280i-P281-P301+P310-P302+P352-P304+P340-P305+P351+P338-P308+P313-P312-P330-P332+P313-P337+P313-P362-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear eye/face protection. Use personal protective equipment as required. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or concerned: Get medical advice/attention. Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. If skin irritation occurs: If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
745057
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2931.20
TSCA
Yes
RTECS
JN8750000

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