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704091

Sigma-Aldrich

Tributyltin hydride solution

1 M in cyclohexane

Synonym(s):

Tributylstannane, Tributylstannyl hydride

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About This Item

Empirical Formula (Hill Notation):
C12H28Sn
CAS Number:
Molecular Weight:
291.06
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
form:
liquid

form

liquid

reaction suitability

reagent type: reductant

concentration

1 M in cyclohexane

refractive index

n20/D 1.438

density

0.895 g/mL at 25 °C

SMILES string

CCCC[SnH](CCCC)CCCC

InChI

1S/3C4H9.Sn.H/c3*1-3-4-2;;/h3*1,3-4H2,2H3;;

InChI key

DBGVGMSCBYYSLD-UHFFFAOYSA-N

Application

Reactant or reagent for:
  • Alkyne hydrostannations
  • Intramolcular cyclization for the synthesis of zoanthamine alkaloids
  • Stereoselective C-glycosylation of pyranosides using Heck allylation
  • Synthesis of phenylbutenoid dimers for use in treating diseases
  • Preparation of N-acyl derivatives of ecteinascidin 770
  • Syntehsis of cyclonucleosides using black light induced radical cyclization

Flash Point(F)

5.0 °F

Flash Point(C)

-15 °C


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Detection, monitoring, and control of tributyltin--an almost complete success story.
Peter Matthiessen
Environmental toxicology and chemistry, 32(3), 487-489 (2013-02-19)
Robert W Chapman et al.
Molecular ecology, 22(6), 1485-1487 (2013-04-20)
Reproduction is the goal of living organisms, and environmental conditions that influence sexual development are therefore critical to understanding adaptation in natural populations. It is not surprising that so much attention has been devoted to the impacts of the physical
P Iyapparaj et al.
Ecotoxicology and environmental safety, 89, 231-238 (2013-01-09)
The present study evaluated reproductive toxicity and antifouling activity of methanolic extract of seagrass Syringodium isoetifolium (25 μg/ml) relative to the conventional antifoulant, tributyltin (TBT; 100 ng/l) on the ovarian development of the brown mussel Perna indica. Gonado Somatic Index
Raquel Chamorro-García et al.
Environmental health perspectives, 121(3), 359-366 (2013-01-17)
We have previously shown that exposure to tributyltin (TBT) modulates critical steps of adipogenesis through RXR/PPARγ and that prenatal TBT exposure predisposes multipotent mesenchymal stem cells (MSCs) to become adipocytes by epigenetic imprinting into the memory of the MSC compartment.
Cassander P Titley-O'Neal et al.
The Science of the total environment, 449, 52-62 (2013-02-16)
Queen conch (Strombus gigas) are listed in CITES Appendix II. Populations may be declining due to anthropogenic inputs that include pollutants from boating activity. In the British Virgin Islands (BVI), some conch exhibit imposex, a condition in which male external

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