12Benzenedimethanol

1,2-Benzenedimethanol, also known as ortho-bis(hydroxymethyl)benzene, is an aromatic diol consisting of a benzene ring bearing two hydroxymethyl groups on adjacent carbon atoms. Its molecular formula is C8H10O2, and its molecular weight is about 138.17 g/mol. The compound is a solid at ambient temperature and can be obtained as a colorless to pale solid depending on purity.

There are three structural isomers of benzenedimethanol corresponding to the relative positions of the hydroxymethyl groups: 1,2- (ortho), 1,3- (meta), and 1,4- (para). The term “12benzenedimethanol” most often refers to the ortho isomer, but the designation can be ambiguous in some contexts. The isomers differ in physical properties and reactivity due to the positions of the substituents on the benzene ring.

Synthesis of 1,2-benzenedimethanol is commonly accomplished by the reduction of the corresponding dialdehyde, o-phthalaldehyde. Reduction with reagents such as sodium borohydride or catalytic hydrogenation converts both aldehyde groups to hydroxymethyl groups, yielding the diol. Alternative routes include various functional-group interconversions from other phthalic or catechol derivatives.

Applications of 1,2-benzenedimethanol center on its role as a chemical intermediate. It is used in organic synthesis and can serve as a crosslinking agent or building block in resins and polymers. It may also be employed in the preparation of specialized ligands or functionalized aromatics.

Safety and handling follow standard laboratory practices for organic diols. The compound can be irritating to skin, eyes, and the respiratory tract. Use appropriate personal protective equipment and work in a well-ventilated area. Environmental and toxicological data should be consulted from the material safety data sheet before use.