Diphenylmethane

Diphenylmethane is an organic compound with the formula (C6H5)2CH2. The molecule consists of two phenyl groups (C6H5) bonded to a central methylene group (-CH2-). It is a colorless solid that is used as a precursor to other organic compounds.

Structure and synthesis

Diphenylmethane is a simple aromatic compound that consists of two phenyl groups attached to a central methylene group. The molecule is planar, with the two phenyl rings oriented at an angle of 120 degrees to each other. The carbon-carbon bond length between the methylene group and the phenyl rings is approximately 1.5 angstroms.

Diphenylmethane can be synthesized by the reaction of benzyl chloride with phenylmagnesium bromide, a Grignard reagent. The reaction proceeds via a nucleophilic addition mechanism, with the Grignard reagent attacking the electrophilic carbon of the benzyl chloride.

Uses

Diphenylmethane is primarily used as a precursor to other organic compounds. It is a starting material in the synthesis of diphenylmethane diisocyanate (MDI), a key component in the production of polyurethane foams. Diphenylmethane is also used in the synthesis of diphenylmethane diamine, a curing agent for epoxy resins.

Safety

Diphenylmethane is not considered highly toxic, but it can cause irritation to the skin and eyes. It is also harmful if swallowed or inhaled. Proper safety precautions should be taken when handling this compound, including the use of personal protective equipment and adequate ventilation.

Structure of diphenylmethane

See also

• Benzyl chloride
• Phenylmagnesium bromide
• Diphenylmethane diisocyanate
• Polyurethane