Question #bb851

1 Answer
May 26, 2016

Answer:

The product will be 2-methyl-1-phenylpropene.

Explanation:

The reaction is known as the Stille Coupling.

The overall reaction involves a #"Pd"#-catalyzed #"C-C"# bond formation between an organostannane and a halide or a pseudohalide.

#"R"^1"-X" + "R"^2"-SnR"_3 stackrelcolor(blue)( "Pd"("PPh"_3)_4color(white)(m))(→) "R"^1"-R"^2 + "R"_3"Sn-X"#

The #"R"^1# and #"R"^2# groups are normally #sp^2# hybridized, and #"X = Cl, Br, I, OTf, OSO"_2"CF"_3#, or #"OPO(OR)"_2#.

With your starting materials, the reaction would be

#underbrace(("CH"_3)_2"C=CH-Br")_color(red)("1-bromo-2-methylpropene") + "Ph-SnMe"_3 stackrelcolor(blue)( "Pd"("PPh"_3)_4color(white)(m))(→) underbrace(("CH"_3)_2"C=CH-Ph")_color(red)("2-methyl-1-phenylpropene") + "Me"_3"SnBr"#