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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:
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)

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.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - Skin Sens. 1B - STOT RE 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

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
A Route to the Preparation of γ -Hydroxyvinylstannanes
Lautens M and Huboux AH
Tetrahedron Letters, 31(22), 3105-3108 (1990)
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)

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