Dibutyltin oxide

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Dibutyltin oxide
Identifiers
CAS number 818-08-6 YesY
PubChem 61221
ChemSpider 55164 YesY
Properties
Molecular formula C8H18OSn
Molar mass 248.92
Appearance white solid
Density 1.6 g/cm3
Melting point >300 °C (decomp. 210 °C)
Hazards
R-phrases R: 21-25-36/38-48/23/25-50/53
S-phrases S: 1/2-35-36/37/39-45-60-61
Autoignition temperature 279 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Dibutyltin oxide, or dibutyloxotin, is an organotin compound used in organic synthesis. Among many synthetic applications, it is particularly useful in regioselective alkylation, acylation, and sulfonation reactions for starting materials containing alcohol functional groups.

Applications[edit]

Dibutyltin oxide (DBTO) may be used in the regioselective tosylation (a specific type of sulfonation) of certain polyols to selectively tosylate primary alcohols and exocyclic alcohols over more sterically-hindered alcohols:

DBTOreaction1.png