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Linear Formula:
(CH3CH2CH2CH2)2SnO
CAS Number:
Molecular Weight:
248.94
Beilstein:
4126243
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
98%
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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General description
Dibutyltin(IV) oxide is an organotin compound that is commonly used as a Lewis acid catalyst in organic synthesis. For instance, it can be used for the formation of carbon-carbon bonds through coupling reactions and in the preparation of esters from carboxylic acids and alcohols. It also finds use in allylation reactions, cycloaddition reactions, and ring-opening polymerizations.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
Regulatory Information
危险化学品
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[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)
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
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
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