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Merck
CN

34980

Dibutyltin(IV) oxide

purum

Synonym(s):

Dibutyloxotin

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About This Item

Linear Formula:
(CH3CH2CH2CH2)2SnO
CAS Number:
Molecular Weight:
248.94
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-449-1
Beilstein/REAXYS Number:
4126243
MDL number:
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grade

purum

Quality Level

autoignition temp.

534 °F

mp

≥300 °C (lit.)

SMILES string

CCCC[Sn](=O)CCCC

InChI

1S/2C4H9.O.Sn/c2*1-3-4-2;;/h2*1,3-4H2,2H3;;

InChI key

JGFBRKRYDCGYKD-UHFFFAOYSA-N

Application

Dibutyltin(IV) oxide (Bu2SnO) can be used as a reagent to prepare:
  • Substituted oxazoles via reaction of dibutyltin diacylates with 1-substituted acetylenes and trimethylsilyl azide.
  • Triazolyl-substituted benzyloxyacetohydroxamic acids as potential LpxC inhibitors.



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signalword

Danger

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 - STOT SE 1

target_organs

Immune system, thymus

Regulatory Information

危险化学品

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Y Ishido et al.
Nucleic acids symposium series, (8)(8), s7-s8 (1980-01-01)
For partial phenylcarbamoylation of the hydroxy-groups of ribonucleosides, dibutyltin oxide--phenyl isocyanate system was found to be surperior to the bis(tributyltin) oxide--phenyl isocyanate system from the standpoint of reaction procedures including isolation of the products; the reaction was proved to occur
K Takeo et al.
Carbohydrate research, 278(2), 301-313 (1995-12-20)
Dibutyltin oxide-mediated regioselective chloroacetylation of methyl 1-thio-beta-xylobioside, followed by treatment of the product with 4-methylbenzoyl chloride-pyridine, gave methyl 4-O-chloroacetyl-2,3-di-O-(4-methylbenzoyl)-beta-D-xylopyranosyl-(1-->4) -2.3-di - O-(4-methylbenzoyl)-1-thio-beta-D-xylopyranoside (18) in 70% yield. Coupling of 18 with benzyl alcohol afforded the disaccharide benzyl beta-glycoside, which was O-dechloroacetylated
Hong-Min Liu et al.
Carbohydrate research, 337(19), 1763-1767 (2002-11-09)
A mild and efficient neutral method for the cleavage of O-acetyl groups with dibutyltin oxide has been developed. This method is especially useful in the synthesis of glycosides containing base- or acid-sensitive multifunctional groups.



Global Trade Item Number

SKUGTIN
34980-100G04061831234121
34980-500G04061833440360