Exam 23: Introduction to Organometallic Compounds

Identify the product when a nitrile reacts with one equivalent of a Grignard reagent.

What is the major product of the following reaction?

Which alkyl halide is least reactive with magnesium metal?

Which of the following functional groups does not afford an alcohol when treated with a Grignard reagent followed by a protic work-up.

The Simmons-Smith reaction involves the formation of _____?

Identify the product when 2-pentanone reacts with one equivalent of a Grignard reagent.

Which of the following is a Simmons-Smith cyclopropanation?

Which alkyl halide is most reactive with magnesium metal?

Give the final product.

The Corey-Posner/Whitesides-House reaction couples a lithium dialkyl cuprate with all but which of the following?

Treatment of chloroform (CHCl₃) with strong bases results in _______ which is mechanistically described as a_______.

Which of the following electrophiles are commonly used with Gilman reagents to form C-C bonds? Select all that apply.

In a total synthesis of the bisnortriterpenoid rubriflordilactone A, a key step involved the following transformation. Draw the product. (J. Am. Chem. Soc. 2014, 136, 16477).

Which of the following is not a step in the Heck reaction catalytic cycle?

Which of the following bonds could be made by a Suzuki coupling but not a Stille coupling?

Give the final product.

Which of the following organometallic species is not associated with the Negishi coupling reaction?

Which of the following statements is false?

Which of the following can be used to make a C-C double bond?

Identify the product when a nitrile reacts with two equivalent of a Grignard reagents.