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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:
818-08-6
Molecular Weight:
248.94
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
329755101
EC Number:
212-449-1
Beilstein/REAXYS Number:
4126243
MDL number:
MFCD00001992

Key Documents

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InChI key

JGFBRKRYDCGYKD-UHFFFAOYSA-N

InChI

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

SMILES string

CCCC[Sn](=O)CCCC

grade

purum

autoignition temp.

534 °F

mp

≥300 °C (lit.)

Quality Level

100

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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.

signalword

Danger

Hazard Classifications

Acute Tox. 4 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

thymus

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCBT1153

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Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors
H Katharina, et al.
Bioorganic & Medicinal Chemistry, 115529-115529 (2020)
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
K Gajda-Schrantz et al.
Acta pharmaceutica Hungarica, 70(3-6), 119-130 (2001-05-31)
Nine complexes of adenosine and related compounds (adenosine-5'-monophosphate, adenosine-5'-triphosphate, 1-methyl-adenosine, pyridoxal-5-phosphate and beta-nicotinamide-adenine-dinucleotide-phosphoric acid) with di-n-butyltin(IV) oxide and/or di-n-butytin(IV) dichloride were prepared in the solid state. The compositions of the complexes were determined by standard analytical methods. It was found
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, 277(2), 231-244 (1995-11-22)
2- and 4-Nitrophenyl beta-D-xylopyranosides (4 and 5) were transformed, via dibutyltin oxidemediated acylation, into the corresponding 2,3-di-O-benzoyl derivatives 11 and 15. Xylobiose and xylotriose were easily isolated by charcoal column chromatography from a commercially available material and converted into the
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