ChemicalBook CAS DataBase List 1,4-Phenylenebis[tributylstannane]

1,4-Phenylenebis[tributylstannane] synthesis

5synthesis methods

Product Name:1,4-Phenylenebis[tributylstannane]
CAS Number:17151-51-8
Molecular formula:C30H58Sn2
Molecular Weight:656.2

106-37-6 Synthesis

106-37-6
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$9.00/5g

1461-22-9
202 suppliers
$10.00/10g

960-16-7
93 suppliers
$22.60/1g

17151-51-8
44 suppliers
$45.00/250 mg

Yield: 75%

Reaction Conditions:

with magnesium;ethylene dibromide in tetrahydrofuran at 20; for 4 h;Sonication;Inert atmosphere;Barbier Coupling Reaction;

Steps:

3.2.2 Reactions with tri-n-butyltin chloride (3)
General procedure: A mixture of magnesium turnings (0.036g, 1.5mmol), bromobenzene (0.15g, 1mmol), tri-n-butyltin chloride (0.49g, 1.5mmol) and 1,2-dibromoethane (0.094g, 0.5mmol) as initiator in dry THF (5mL) was sonicated for 1h in an ultrasonic cleaning bath at around 35°C, with monitoring of the reaction by TLC. Once the reaction finished, aqueous saturated NH₄Cl solution (40mL) was added and extracted with ethyl acetate (3×20mL). The combined extracts were washed with brine (60mL) and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the product was isolated by column chromatography with silica gel doped with 10% of KF to retain tri-n-butyltin halides formed during the reaction. 4 (0.286, 0.78mmol, 78%) eluted with 98:2 (hexane/diethyl ether).

References:

Gerbino, Darío C.;Fidelibus, Pablo M.;Mandolesi, Sandra D.;Ocampo, Romina A.;Scoccia, Jimena;Podestá, Julio C. [Journal of Organometallic Chemistry,2013,vol. 741-742,# 1,p. 24 - 32]

106-37-6 Synthesis

106-37-6
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$9.00/5g

56-35-9 Synthesis