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Key Documents

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:
Molecular Weight:
325.51
Beilstein:
3535715
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

<0.01 mmHg ( 20 °C)

Quality Level

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

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Flash Point(F)

226.4 °F - closed cup

Flash Point(C)

108 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Indol-2-yltributylstannane: a versatile reagent for 2-substituted indoles
Labadie SS and Teng E
The Journal of Organic Chemistry, 59(15), 4250-4254 (1994)
Shin-Ichi Kitamura et al.
Marine pollution bulletin, 124(2), 835-838 (2017-02-23)
We investigated the effect of combined exposure to nodavirus infection and TBT on medaka (Oryzias latipes). Medaka larvae were infected by immersion in medium containing nodavirus at titers of 10
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)
Transmetalation from zirconium to tin: A facile preparation of organostannanes from organozirconiums
Kim S and Kim KH
Tetrahedron Letters, 36(21), 3725-3728 (1995)
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

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