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

Signal Word

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 Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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.
Steroids, 72(1), 26-30 (2006-12-30)
Dibutyltin oxide (DBTO) was first utilized for the deacetylation of steroid and diterpene esters. The results showed the deprotection of acetylated steroids and diterpenes separately with moderate catalysis dibutyltin oxide in methanol selectively removed part acetyl groups of these substrates
K Kiyoshima et al.
Chemical & pharmaceutical bulletin, 37(4), 861-865 (1989-04-01)
4''-O-Acyl-, 4''-O-alkyl- and 4''-deoxy-tylosin derivatives were synthesized using 2'-O-acetyl-3'',4''-O-(dibutyl-stannio)tylosin as a synthetic intermediate. The in vitro biological evaluation showed that the new derivatives were active against macrolide-resistant clinical isolates of bacteria and mycoplasmas, and that they were resistant to hepatic
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