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Sigma-Aldrich

Tributyl(1-propynyl)tin

95%

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About This Item

Linear Formula:
[CH3(CH2)3]3SnC≡CCH3
CAS Number:
64099-82-7
Molecular Weight:
329.11
MDL number:
MFCD01863650
UNSPSC Code:
12352103
PubChem Substance ID:
24873307
NACRES:
NA.22

Quality Level

100

Assay

95%

refractive index

n20/D 1.483 (lit.)

bp

277 °C (lit.)

density

1.082 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](CCCC)(CCCC)C#CC

InChI

1S/3C4H9.C3H3.Sn/c3*1-3-4-2;1-3-2;/h3*1,3-4H2,2H3;1H3;

InChI key

KCQJLTOSSVXOCC-UHFFFAOYSA-N

Application

Tributyl(1-propynyl)tin can be used:
  • As a starting material in the synthesis of phenyl-substituted pyrimidine-dione by reacting with ethyl isocyanate via cycloaddition and Stille coupling reactions.
  • In the synthesis of 18F labeled triazolo quinoline derivative, a positron emission tomography (PET) ligand used in the in vivo imaging of metabotropic glutamate receptor type 1.
  • In one of the key synthetic steps for the synthesis of 4-(1-aryltriazol-4-yl)-tetrahydropyridines as potent mGluR1 antagonists.

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 - 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)

Not applicable

Flash Point(C)

Not applicable

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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Mario Lozanov et al.
Journal of the American Chemical Society, 124(10), 2106-2107 (2002-03-07)
A new two-step procedure for the synthesis of cyclohexenols has been developed. A nickel-catalyzed three-component addition of an enal, alkyne, and acetylenic tin affords substituted hept-4-en-6-ynals. The products of this first step then undergo a second nickel-catalyzed reaction with organozincs
A nickel (0) catalyzed cycloaddition of alkynes and isocyanates that affords pyrimidine-diones
Duong HA and Louie J
Tetrahedron, 62(32), 7552-7559 (2006)
Discovery and biological profile of 4-(1-aryltriazol-4-yl)-tetrahydropyridines as an orally active new class of metabotropic glutamate receptor 1 antagonist
Ito S, et al.
Bioorganic & Medicinal Chemistry, 16(22), 9817-9829 (2008)
Synthesis and evaluation of 6-[1-(2-[18F] fluoro-3-pyridyl)-5-methyl-1H-1,2,3-triazol-4-yl]quinoline for positron emission tomography imaging of the metabotropic glutamate receptor type 1 in brain
Fujinaga M, et al.
Bioorganic & Medicinal Chemistry, 19(1), 102-110 (2011)

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