Organometallic

Question 0

Organithium reagents

Answer 0

React an organic halide (RX) with a metal in an anhydrous aprotic solvent (diethyl ether in cold temp)

Reduction

Product: lithium chloride and organic lithium

Question 1

Polarity of carbon in carbon metal bonds

Answer 1

Bonds are polar with carbon being slightly negative

Carbon more electronegative than metals

Question 2

Grignard reagent

Answer 2

RX + Mg
React an organic halide with metal in an anhydrous aprotic solvent

Reduction

Adds on to metal to form metal halide

Needs heat for initiation

Question 3

Preparation of organometallic reagents

Order of halide reactivity

Answer 3

I, br, cl, f

Alkyl halides are more reactive and require high temp

Question 4

Formation of organolithium reagents

Answer 4

Electron transfer from metal initiates reaction

1) single electron transfer from metal converts methyl chloride to a radical anio
2) dissociates into methyl radical and chloride ion
3) bond formation between methyl radical and a metal species (li or mg)

Metal is reducing agent

Question 5

Organometallic as bases

Answer 5

Organolithium and organomagnesium are strong bases and react with OH SH and NH

Weaker acid (conjugate acid and weaker base) will be formed

Question 6

Organometallic as bases with acetylene

Answer 6

Original triple bond with mgbr, other remains without mgbr

Question 7

Isotopic ally enriched compounds

Answer 7

Alkene with bromide undergoes mg and thf to make alkene with mgbr

D2o just adds d instead of mgbr