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234788

Sigma-Aldrich

Tributyltin hydride

contains 0.05% BHT as stabilizer, 97%

Synonym(s):

TBTH, Tri-n-butylstannane, Tri-n-butyltin hydride, Tributylstannane

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About This Item

Linear Formula:
[CH3(CH2)3]3SnH
CAS Number:
Molecular Weight:
291.06
Beilstein/REAXYS Number:
3587329
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

contains

0.05% BHT as stabilizer

reaction suitability

reagent type: reductant

refractive index

n20/D 1.473 (lit.)

bp

80 °C/0.4 mmHg (lit.)

density

1.082 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H][Sn](CCCC)(CCCC)CCCC

InChI

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

InChI key

DBGVGMSCBYYSLD-UHFFFAOYSA-N

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Application

A widely used radical reagent used in reductive cleavage, radical dehalogenation, and intramolecular radical cyclization.
Radical promoted intramolecular cyclization leading to isoxazolo-benzaulene ring system. Vinyl tin fragment used in a synthesis of (+)-panepophenanthrin via biomimetic Diels-Alder dimerization.

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

104.0 °F - closed cup

flash_point_c

40 °C - closed cup

ppe

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


Certificates of Analysis (COA)

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Tetrahedron, 62, 9892-9892 (2006)
Synthesis, 417-417 (1988)
Synthesis, 665-665 (1987)
Tetrahedron Letters, 47, 7043-7043 (2006)
Cassander P Titley-O'Neal et al.
The Science of the total environment, 449, 52-62 (2013-02-16)
Queen conch (Strombus gigas) are listed in CITES Appendix II. Populations may be declining due to anthropogenic inputs that include pollutants from boating activity. In the British Virgin Islands (BVI), some conch exhibit imposex, a condition in which male external

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