2-Chloro-1H-indole(CAS: 7135-31-1)

2-Chloro-1H-indole (CAS: 7135-31-1) is a crystalline solid with a molecular weight of approximately 146.57 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. Chemically, it can undergo electrophilic substitution reactions, particularly at the chlorinated position. It has a pKa of around 10.0, indicating basic behavior in aqueous solutions.

2-Chloro-1H-indole can be synthesized via various methods, including the Claisen condensation of indole with 2-chloroacetic acid followed by amination. Another route involves the reaction of indole with chloromethyl ketone using a Lewis acid catalyst. The yield and selectivity can vary, but these methods typically achieve good efficiency.

2-Chloro-1H-indole is used in the pharmaceutical and chemical industries for the synthesis of various indole-derived compounds. It is also utilized in the production of dyes, pigments, and as a precursor in the development of new materials such as polymers and semiconductors.

When handling 2-Chloro-1H-indole, appropriate personal protective equipment (PPE) should be worn, including gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to prevent inhalation of fumes. Spills should be cleaned up immediately using appropriate absorbents, and the area should be flushed with water. Ensure the presence of a safety data sheet (SDS) for reference and emergency procedures.