Dimethylzinc

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Dimethylzinc

Ball-and-stick model of dimethylzinc

Dimethylzinc is an organozinc compound with the chemical formula Zn(CH3)2. It is a colorless, volatile liquid that is pyrophoric, meaning it ignites spontaneously in air. Dimethylzinc is primarily used in organic synthesis and as a reagent in the preparation of other organometallic compounds.

Structure and Properties

Dimethylzinc is a linear molecule with a zinc atom bonded to two methyl groups. The Zn-C bond length is approximately 192 pm. The compound is highly reactive due to the polar nature of the Zn-C bond, which makes it a strong nucleophile.

Physical Properties

Dimethylzinc is a colorless liquid at room temperature with a boiling point of 46 °C. It is highly flammable and reacts violently with water, releasing methane gas. The compound is typically handled under inert gas conditions to prevent accidental ignition.

Chemical Properties

Dimethylzinc is a strong Lewis acid and can form complexes with various ligands. It reacts with water and alcohols to form zinc oxide and methane. In organic synthesis, it is used to transfer methyl groups to other compounds, a process known as methylation.

Applications

Dimethylzinc is used in the chemical vapor deposition (CVD) process to deposit thin films of zinc-containing materials. It is also employed in the synthesis of zinc oxide nanoparticles and as a precursor in the preparation of other organozinc compounds.

Safety and Handling

Due to its pyrophoric nature, dimethylzinc must be handled with extreme care. It is stored under inert gases such as nitrogen or argon to prevent contact with air. Proper personal protective equipment, including gloves and goggles, should be worn when handling the compound.

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Contributors: Prab R. Tumpati, MD