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T50202

Sigma-Aldrich

Tributyltin chloride

96%

Synonym(s):

TBTC, Tributylchlorotin

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About This Item

Linear Formula:
[CH3(CH2)3]3SnCl
CAS Number:
1461-22-9
Molecular Weight:
325.51
Beilstein/REAXYS Number:
3535715
EC Number:
215-958-7
MDL number:
MFCD00000521
UNSPSC Code:
12352103
PubChem Substance ID:
24900253
NACRES:
NA.22

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

100

assay

96%

refractive index

n20/D 1.492 (lit.)

bp

171-173 °C/25 mmHg (lit.)

density

1.2 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](Cl)(CCCC)CCCC

InChI

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

InChI key

GCTFWCDSFPMHHS-UHFFFAOYSA-M

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Application

Tributyltin chloride (Bu3SnCl or tri-n-butylstannane) is an organotin compound that can be used as a reagent for:
  • The synthesis of fluorinated stannanes by reacting with fluorinated alkyl, aryl or vinyl halides using Zn or Cd catalyst via Barbier-type reaction.
  • The preparation of γ-hydroxyvinylstannanes, and indol-2-yltributylstannane.
  • The conversion of organozirconiums to organostannanes.

wgk_germany

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flash_point_f

226.4 °F - closed cup

flash_point_c

108 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1566
STBK0867
0000107369
0000085902
0000068185

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Transmetalation from zirconium to tin: A facile preparation of organostannanes from organozirconiums
Kim S and Kim KH
Tetrahedron Letters, 36(21), 3725-3728 (1995)
Fluorinated stannanes: Part 2. The stereospecific synthesis of fluorinated stannanes via a Barbier-type reaction between fluorinated halides and tributyltin chloride mediated by zinc or cadmium
Burton DJ and Jairaj V
Journal of Fluorine Chemistry, 126(5), 797-801 (2005)
Rita Jordão et al.
Environmental health perspectives, 123(8), 813-819 (2015-03-25)
The analysis of obesogenic effects in invertebrates is limited by our poor knowledge of the regulatory pathways of lipid metabolism. Recent data from the crustacean Daphnia magna points to three signaling hormonal pathways related to the molting and reproductive cycles
A Route to the Preparation of γ -Hydroxyvinylstannanes
Lautens M and Huboux AH
Tetrahedron Letters, 31(22), 3105-3108 (1990)
Yong Pu et al.
Archives of toxicology, 93(6), 1665-1677 (2019-04-23)
Tributyltin (TBT), an organotin chemical used as a catalyst and biocide, can stimulate cholesterol efflux in non-steroidogenic cells. Since cholesterol is the first limiting step for sex hormone production, we hypothesized that TBT disrupts intracellular cholesterol transport and impairs steroidogenesis
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