The Chemistry of 5-Chloro-1,3-dimethoxybenzene: Properties and Reactivity
Understanding the chemical properties and reactivity of intermediates is fundamental for successful synthesis design. 5-Chloro-1,3-dimethoxybenzene (CAS 7051-16-3) is a fine chemical that offers a unique combination of functional groups, making it a versatile component in organic chemistry. Its structure and behavior are key to its utility in various applications, particularly in the pharmaceutical industry.
The molecular structure of 5-Chloro-1,3-dimethoxybenzene consists of a benzene ring substituted at positions 1, 3, and 5. A chlorine atom is located at position 5, while two methoxy (-OCH3) groups are positioned at 1 and 3. This arrangement influences the electron distribution within the aromatic ring, affecting its susceptibility to electrophilic and nucleophilic substitution reactions. The presence of electron-donating methoxy groups generally activates the ring towards electrophilic attack, while the chlorine atom acts as a deactivating but ortho, para-directing group. However, due to the 1,3-dimethoxy substitution pattern, electrophilic substitution is likely to occur at the 2, 4, or 6 positions.
Physically, the compound is characterized by its appearance as a white to yellow or pink crystalline powder. It has a defined melting point of 34-36°C, indicating a stable crystalline structure at room temperature. Its boiling point is reported as 82-83°C at a reduced pressure of 0.6 mm. These properties are important for handling, purification, and reaction condition optimization.
The reactivity of 5-Chloro-1,3-dimethoxybenzene allows it to participate in various transformations. The chlorine atom can be a site for nucleophilic aromatic substitution under specific conditions or can be involved in cross-coupling reactions, such as Suzuki or Heck couplings, after appropriate derivatization. The methoxy groups can also be cleaved under strong acidic conditions to yield hydroxyl groups, opening up further synthetic possibilities. For businesses seeking to buy this compound, understanding these reactivity patterns is essential for its effective application in synthesis, and sourcing from a reliable manufacturer like us ensures access to quality material.
Perspectives & Insights
Molecule Vision 7
“A chlorine atom is located at position 5, while two methoxy (-OCH3) groups are positioned at 1 and 3.”
Alpha Origin 24
“This arrangement influences the electron distribution within the aromatic ring, affecting its susceptibility to electrophilic and nucleophilic substitution reactions.”
Future Analyst X
“The presence of electron-donating methoxy groups generally activates the ring towards electrophilic attack, while the chlorine atom acts as a deactivating but ortho, para-directing group.”