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34980

Sigma-Aldrich

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

grade

purum

Quality Level

100

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

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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.[1]
  • Triazolyl-substituted benzyloxyacetohydroxamic acids as potential LpxC inhibitors.[2]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBT1153

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A Novel Synthetic Method of 2, 4-Disubstituted Oxazoles Using Carboxylic Acid-derived Bu2Sn [OC (O) R] 2
Yoneyama H, et al.
Tetrahedron Letters, 151983-151983 (2020)
Synthesis and biological evaluation of triazolyl-substituted benzyloxyacetohydroxamic acids as LpxC inhibitors
H Katharina, et al.
Bioorganic & Medicinal Chemistry, 115529-115529 (2020)
Qinghui Wang et al.
Carbohydrate research, 342(17), 2657-2663 (2007-09-26)
Regioselective formation of 6-O-acylsucroses and 6,3'-di-O-acylsucroses in one pot with good yields was achieved for the first time by a typical acylation method of sucrose via its dibutylstannylene acetal. Pure monoesters at OH-6 and diesters at OH-6,3' obtained by these
Shao-Min Wang et al.
Carbohydrate research, 346(2), 203-209 (2010-12-28)
The reaction process for the selective deprotection of acetylated glucosides by dibutyltin oxide in methanol is investigated by using methyl 2,3,4,6-tetra-O-acetyl-α-d-glucopyranoside as a model substrate with ESIMS and NMR techniques. According to the results, it is inferred that at first
[Experimental toxicity of indium formate and a mixture of indium formate-dibutyltin oxide (90-10) in the rat].
J P Anger et al.
Journal de toxicologie clinique et experimentale, 8(6), 401-418 (1988-11-01)
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