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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:
688-73-3
Molecular Weight:
291.06
MDL number:
MFCD00009416
UNSPSC Code:
12352103
PubChem Substance ID:
329762093
NACRES:
NA.22

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

5.0 °F

Flash Point(C)

-15 °C

Certificates of Analysis (COA)

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Ang Yu et al.
Aquatic toxicology (Amsterdam, Netherlands), 128-129, 158-162 (2013-01-15)
Tributyltin (TBT) is a ubiquitous marine contaminant due to its extensive use as a biocide, fungicide and antifouling agent. However, the neurotoxic effect of TBT has not been extensively studied, especially in marine fish. This study was conducted to investigate
Chrystelle Bancon-Montigny et al.
Environmental technology, 33(19-21), 2229-2233 (2013-02-12)
Micro-pollutant fluxes distribution throughout the physical separation and biological units of wastewater treatment plants (WWTPs) are very dependent ofsorption phenomena. The understanding and the control of the sorption stage is thus essential for the optimization of micro-pollutant removal in WWTPs
Shruti Sharan et al.
Toxicology and applied pharmacology, 269(2), 176-186 (2013-03-26)
Endocrine disrupting chemicals are the natural/synthetic compounds which mimic or inhibit the actions of endogenous hormones. Organotin compounds, such as tributyltin (TBT) are typical environmental contaminants and suspected endocrine-disrupting chemical. The present study evaluates the estrogenic potential of this compound
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
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