407-14-7 | 1-Bromo-4-(trifluoromethoxy)benzene

CAS:407-14-7 | 1-Bromo-4-(trifluoromethoxy)benzene ,Description

1-Bromo-4-(trifluoromethoxy)benzene, also known as 4-BTFMB, is an organic compound with a wide range of applications in the field of scientific research. It is a colorless liquid with an aromatic odor and a boiling point of 151.5 °C. 4-BTFMB is used in the synthesis of pharmaceuticals, pesticides, and other organic compounds. It is also used as a reagent in various laboratory experiments.
 

Scientific Research Applications

Aryne Route in Organic Synthesis

1-Bromo-4-(trifluoromethoxy)benzene is used in the generation of arynes, which are highly reactive intermediates in organic synthesis. For example, it can be transformed into 5-bromo-2-(trifluoromethoxy)phenyllithium at low temperatures, which upon heating, eliminates lithium bromide to free 1,2-dehydro-4-(trifluoromethoxy)benzene. This aryne can be intercepted in situ with furan to produce [4+2] cycloadducts, useful in the synthesis of naphthalenes and naphthols, and for bromination to form various derivatives (Schlosser & Castagnetti, 2001).

Organometallic Synthesis

1-Bromo-4-(trifluoromethoxy)benzene serves as a starting material in organometallic synthesis. It's used to prepare synthetically useful reactions via phenylmagnesium, phenyllithium, and phenylcopper intermediates, demonstrating its versatility in the formation of various organometallic compounds (Porwisiak & Schlosser, 1996).

Halogenation and Stability Studies

This compound is also important in halogenation studies. Controlled chlorination of trifluoromethoxybenzene, including its derivatives, produces various halogenated products. These studies are significant for understanding the thermal stability and chemical behavior of such halogenated compounds (Herkes, 1977).

Intermediates for New Organofluorine Compounds

It acts as an intermediate for creating a variety of new organofluorine compounds. For instance, its phenyllithium derivatives are versatile intermediates, offering access to ortho-substituted derivatives with a range of electrophiles (Castagnetti & Schlosser, 2001) .

Fluorescence Properties

In research exploring fluorescence properties, 1-Bromo-4-(trifluoromethoxy)benzene derivatives have been synthesized and analyzed for their photoluminescence properties. This is crucial in the development of materials with specific optical properties (Zuo-qi, 2015).

More Information