Acetyl Iodide

Acetyl iodide is an organoiodine compound wth the formula CH3C(O)I. It is a colourless liquid. It is formally derived from acetic acid. Although far rarer in the laboratory than the related acetyl bromide and acetyl chloride, acetyl iodide is produced, transiently at least, on a far larger scale than any other acid halide. Specifically, it is generated by the carbonylation of methyl iodide in the Cativa and Monsanto processes that are the main industrial route to acetic acid. It is also an intermediate in the production of acetic anhydride from methyl acetate.

Upon treatment with carboxylic acids, acetyl iodide does not exhibit reactions typical of acyl halides, such as acetyl chloride. Instead, acetyl iodide undergoes iodide/hydroxide exchange with most carboxylic acids:

CH3C(O)I + RCO2H → CH3CO2H + RC(O)I

Other articles related to "iodide, acetyl iodide, acetyl":

Monsanto Process - Catalytic Cycle
... six steps, two of which do not involve rhodium conversion of methanol to methyl iodide and the hydrolysis of the acetyl iodide to acetic acid ... step is the oxidative addition of methyl iodide to cis-− to form the hexacoordinate species − (2) ... migration of a methyl group to the carbonyl ligand, affording the pentacoordinate acetyl complex − (3) ...