CAS 2009-83-8: 6-Chloro-1-hexanol

6-Chlorohexanol is a fatty alcohol with a hydroxyl group. It is soluble in water and has a phase transition temperature of -114°C. 6-Chlorohexanol can be synthesized by reacting 2,6-dichlorophenol with hydrochloric acid and sodium hydroxide in the presence of azobenzene. The reaction solution is then heated to about 300°C for 3 hours. 6-Chlorohexanol is used as a model system for studying the photochemical reactions of fatty acids. Hydroxy groups are susceptible to light exposure, which leads to the formation of carbonyl compounds such as malonic acid and chloride monomers.

6-Chloro-1-hexanol is used in the preparation of its corresponding bromide by reaction with sodium bromide using N,N-dimethylformamide and dibromomethane (2:1) as a solvent. It is utilized in the selective elimination of 6-chloro-1-hexene from esters of 6-chloro-1-hexanol. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications 6-Chloro-1-hexanol is used as a reagent in the synthesis of 3-(4-Chloro butyl)-1H-indole-5-carbonitrile; a key intermediate of the antidepressant drug Vilazodone (V265000). References Anitha, N., et al.: Synthetic Commun., 44, 3563 (2014)

6-Chlorohexan-1-ol

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.