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(S)-1-[4-(Trifluoromethyl)phenyl]ethanol, commonly referred to as (S)-TFME, is a chemical compound that has gained significant attention in the chemical industry due to its unique properties and diverse range of applications.
This article will explore the instruction of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol, its synthesis, properties, and applications in the chemical industry.
Synthesis of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol
The synthesis of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol involves several steps, which can be summarized in the following reaction scheme:
H2N—CH2—CH2—OH + F3CO → H2N—C(F)—C(F)—OH + HF
H2N—C(F)—C(F)—OH + H2O → H2N—C(F)—C(O)(OH) + HF
H2N—C(F)—C(O)(OH) + NaH → H2N—C(F)—C(O)—OH + NaF
In this synthesis, the starting material is 1-ethanol, which is treated with a mixture of hydrogen fluoride (HF) and a trifluoromethylation reagent, such as CF3I, to introduce the trifluoromethyl group into the molecule.
The resulting intermediate is then treated with another trifluoromethylation reagent, such as CF2I2, to introduce a second trifluoromethyl group.
Finally, the intermediate is treated with sodium hydroxide (NaOH) to convert the remaining fluoride group into an alcohol group.
Properties of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol
(S)-1-[4-(Trifluoromethyl)phenyl]ethanol has several unique properties that make it an attractive chemical compound for various applications in the chemical industry.
One of the most notable properties of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol is its high boiling point, which is significantly higher than that of ethanol.
This high boiling point makes (S)-1-[4-(Trifluoromethyl)phenyl]ethanol a good solvent for various chemical reactions that require high boiling solvents.
Another important property of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol is its high reactivity.
The trifluoromethyl group in (S)-1-[4-(Trifluoromethyl)phenyl]ethanol makes it a good nucleophile and a strong acid catalyst, which makes it a useful solvent for various chemical reactions.
The trifluoromethyl group also renders the molecule highly polar, which makes it a good solvent for both polar and non-polar solvents.
Applications of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol
(S)-1-[4-(Trifluoromethyl)phenyl]ethanol has a wide range of applications in the chemical industry due to its unique properties.
One of the most common applications of (S)-1-[4-(Trifluoromethyl)phenyl]ethanol is as a solvent for various chemical reactions.
It is used as a solvent in the synthesis of various organic compounds, such as pharmaceuticals, agrochemicals, and materials.
(S)-1-[4-(Trifluoromethyl)phenyl]ethanol is also used as a catalyst in various chemical reactions.
It is used as a strong acid catalyst in the esterification of carboxylic acids, such as acetic acid, with alcohols, such as methanol.
It is also used as a catalyst in the aldol condensation reaction, which is a commonly used reaction in the synthesis of various organic compounds.
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