(2E)-3-(1H-Indol-2-yl)acrylic acid(CAS: 1204-06-4)

(2E)-3-(1H-Indol-2-yl)acrylic acid is a white to off-white crystalline solid with a molecular weight of approximately 196.22 g/mol. It has a pKa of 2.7 and is poorly soluble in water but soluble in organic solvents such as ethanol and acetonitrile. The compound is known for its reactivity towards nucleophiles and electrophiles, making it useful in various chemical reactions.

(2E)-3-(1H-Indol-2-yl)acrylic acid can be synthesized through a multistep process involving the condensation of indole with acrylic acid. This process often involves the use of a Lewis acid catalyst such as aluminum chloride under mild heating conditions. The final product is purified through recrystallization, yielding a high-purity compound with a yield of approximately 70-80%.

(2E)-3-(1H-Indol-2-yl)acrylic acid is primarily used in the pharmaceutical industry for the synthesis of bioactive compounds, particularly in the development of anti-inflammatory and anticancer drugs. It also finds applications in the polymer industry for the modification of polymer properties and in the sensor industry for its use in detecting specific chemical species.

When handling (2E)-3-(1H-Indol-2-yl)acrylic acid, it is essential to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and lab coat. This compound should be stored in a fume hood to minimize exposure to air and ensure good ventilation. Spills should be handled with caution, using appropriate absorbent materials, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed safety information.