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MilliporeSigma

T50202

Sigma-Aldrich

Tributyltin chloride

96%

Sinónimos:

TBTC, Tributylchlorotin

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About This Item

Fórmula lineal:
[CH3(CH2)3]3SnCl
Número de CAS:
Peso molecular:
325.51
Beilstein/REAXYS Number:
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.

signalword

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

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

wgk_germany

WGK 3

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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Visite la Librería de documentos

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
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)
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
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)

Artículos

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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