Ethyl amino(thioxo)acetate(CAS: 16982-21-1)

Ethyl amino(thioxo)acetate is a colorless to slightly yellow liquid with a molecular weight of approximately 134.15 g/mol. It is soluble in water and ethanol. The compound is known for its reactivity towards nucleophiles and electrophiles, making it useful in various chemical reactions. It has a pKa of about 5.5, indicating its basic nature.

Ethyl amino(thioxo)acetate can be synthesized via a multistep process involving the reaction of ethyl acetoacetate with thiourea in the presence of a base such as sodium hydroxide. The key steps include the formation of an intermediate thioacetal followed by nucleophilic substitution reactions. The overall yield is typically around 70-80%, with high selectivity towards the desired product.

Ethyl amino(thioxo)acetate finds applications in the pharmaceutical industry for the synthesis of certain drugs, in polymer chemistry for the modification of polymer properties, and in the development of sensors due to its reactivity. It is also used in the production of semiconductors as a dopant precursor.

When handling Ethyl amino(thioxo)acetate, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate spill kits or absorbent materials, and the area should be well-ventilated. Always consult the Safety Data Sheet (SDS) for detailed handling and emergency procedures.