88444-81-9 | 3,5-BIS(TRIFLUOROMETHYL)PHENYLACETYLENE

CAS:88444-81-9 | 3,5-BIS(TRIFLUOROMETHYL)PHENYLACETYLENE,Description

Molecular Structure Analysis

The molecular formula of 1-Ethynyl-3,5-bis(trifluoromethyl)benzene is C10H4F6. Its average mass is 238.129 Da and its monoisotopic mass is 238.021713 Da.

Physical And Chemical Properties Analysis

1-Ethynyl-3,5-bis(trifluoromethyl)benzene has a boiling point of 147-148 °C. Its density is 1.346 g/mL at 25 °C. The refractive index n20/D is 1.4230 (lit.).

Scientific Research Applications

Synthesis and Characterization

• Organometallic Synthesis

  1-Bromo-3,5-bis(trifluoromethyl)benzene, a compound closely related to 1-Ethynyl-3,5-bis(trifluoromethyl)benzene, is used as a versatile material in organometallic synthesis. It's prepared from 1,3-bis(fluoromethyl)benzene and facilitates various synthetically useful reactions through intermediates like phenylmagnesium, phenyllithium, and phenylcopper (Porwisiak & Schlosser, 1996).

• Formation of Cruciform Fluorophores

  )benzene is involved in the synthesis of novel phenothiazine-containing cruciforms. These cruciform fluorophores display significant shifts in emission when exposed to magnesium triflate or zinc triflate, indicating potential applications in sensory devices for metal cations (Hauck et al., 2007).

• Phase Transfer Catalyzed Polymerization: This compound plays a role in phase transfer palladium(0) catalyzed polymerization reactions, which leads to the formation of mesomorphic compounds. These compounds demonstrate potential for applications in the field of material science due to their unique thermal and structural properties (Pugh & Percec, 1990).

Chemical Reactions and Properties

• Involvement in Carboboration Reactions

  It undergoes carboboration reactions with certain boranes, a process vital in the creation of complex organic molecules. This reaction pathway is essential in organic synthesis, leading to products that have potential use in various chemical industries (Liedtke et al., 2012).

• Fluorination Reactions

  In a related compound, 1,3-bis-(trifluoromethyl)benzene, fluorination over potassium tetrafluorocobaltate leads to products like 1-fluoro-3,5-bis-(trifluoromethyl)benzene. This process has implications for mechanistic studies and further chemical transformations (Parsons, 1972).

• Potential in Polymer Science

  It's used in synthesizing compounds that display mesomorphic behavior and form mesomorphic EDA complexes, showing potential for applications in polymer science and materials engineering (Pugh & Percec, 1990).

Safety And Hazards

1-Ethynyl-3,5-bis(trifluoromethyl)benzene is a flammable liquid and vapor. It’s recommended to keep the container tightly closed, take precautionary measures against static discharge, and use explosion-proof electrical/ventilating/lighting/equipment. Protective gloves, eye protection, and face protection should be worn when handling this chemical.

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Uses