(1S)-2-Chloro-1-phenylethanol(CAS: 70111-05-6)

(1S)-2-Chloro-1-phenylethanol is a colorless to light yellow liquid with a molecular weight of approximately 168.63 g/mol. It has a pKa of around 14.3 and a boiling point of 156-158°C. This compound is slightly soluble in water but soluble in organic solvents like ethanol and acetone. It is less reactive than its parent compound, phenethyl alcohol, due to the electron-withdrawing effect of the chlorine group.

(1S)-2-Chloro-1-phenylethanol can be synthesized through the chlorination of phenethyl alcohol using thionyl chloride in the presence of a base. The reaction is typically conducted under anhydrous conditions to avoid hydrolysis. The yield is usually around 75-85%, and the selectivity for the (1S) enantiomer is moderate, requiring further purification for high-enantiomeric-purity products.

(1S)-2-Chloro-1-phenylethanol is primarily used in the pharmaceutical industry for the synthesis of certain chiral intermediates. It is also utilized in the production of sensing materials and as a precursor in the synthesis of various organic compounds. Its use in the polymer and semiconductor industries is limited but may be explored for specific applications.

When handling (1S)-2-Chloro-1-phenylethanol, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from incompatible materials. Proper ventilation is required, and it should be handled in a fume hood to avoid inhalation of vapor. In case of skin contact, wash the affected area with soap and water. For spills, absorb with sawdust or another appropriate material and dispose of according to local regulations. Always refer to the safety data sheet (SDS) for detailed handling instructions.