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Quality Level
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 Statements
Precautionary Statements
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
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A nickel (0) catalyzed cycloaddition of alkynes and isocyanates that affords pyrimidine-diones
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
Bioorganic & Medicinal Chemistry, 16(22), 9817-9829 (2008)
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
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
Bioorganic & Medicinal Chemistry, 19(1), 102-110 (2011)
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