17299-95-5

Usage

Uses

Used in Research and Chemical Industries:
1,5-dibromo-2,3,4-trifluorobenzene is used as a key intermediate in organic synthesis for its unique reactivity and stability. It is particularly valuable in creating a multitude of different complex chemicals, which makes it a crucial component in the development of new compounds.
Used in Pharmaceutical Production:
1,5-dibromo-2,3,4-trifluorobenzene is used as a building block in the synthesis of pharmaceuticals. Its unique structure and properties allow for the creation of new drug molecules with potential therapeutic applications.
Used in Agrochemical Production:
1,5-dibromo-2,3,4-trifluorobenzene is used as an intermediate in the production of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals that can improve crop yields and protect against pests.
Used in Dye Production:
1,5-dibromo-2,3,4-trifluorobenzene is used in the synthesis of dyestuffs, where its chemical properties can be harnessed to create new dyes with specific color characteristics and stability.
Used in Organic Compound Synthesis:
1,5-dibromo-2,3,4-trifluorobenzene is used as a versatile intermediate in the synthesis of various organic compounds, allowing researchers and chemists to explore new chemical pathways and create novel substances with potential applications in a wide range of industries.

Upstream product

• 35997-04-7 (2,3,4-trifluoro-1,5-phenylene)bis(trimethylsilane) 
• 1489-53-8 1,2,3-trifluorobenzene 
• 176317-02-5 1-bromo-2,3,4-trifluorobenzene 
• 363598-55-4 trimethyl(2,3,4-trifluorophenyl)silane 
• 530145-55-2 2,3,4-trifluoro-1,5-phenylenebis(triethylsilane) 
• 530145-56-3 (5-bromo-2,3,4-trifluorophenyl)triethylsilane 

Downstream Products

• 530145-53-0 6-bromo-2,3,4-trifluoro-benzoic acid 
• 17299-94-4 1,2-dibromo-3,4,5-trifluorobenzene 
• 34628-01-8 1,2,3-tribromo-4,5,6-trifluoro-benzene 
• 138526-69-9 3,4,5-trifluoro-1-bromobenzene 
• 121602-93-5 3,4,5-trifluorobenzoic acid 
• 1258647-44-7 F₃C₆H(C₅H₄N)2 

Relevant academic research and scientific papers

Organometallic control over the regiospecificity of functionalization reactions: 1,2,3-Trifluorobenzene and bromo derivatives thereof as substrates

In a case study, 1,2,3-trifluorobenzene was functionalized at each of the two vacant positions (producing the benzoic acids 1 and 2) and, in addition, bromine was introduced into all available positions (producing the benzoic acids 3-5). The required regioflexibility was achieved by applying novel organometallic recipes such as deprotonation-triggered halogen migrations and site-discriminating competitive halogen-metal permutations. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Extensive halogen scrambling and buttressing effects encountered upon treatment of oligobromoarenes with bases

As a rule, tri-, tetra- and pentahaloarenes readily undergo ortho-lithiation when treated with amide-type bases. However, halogen migration occurs whenever the substrate contains three or more contiguous halogen atoms, provided that at least one of them is bromine or iodine. Dismutation and reduction processes often take place concomitantly. In this manner, a variety of organometallic intermediates may be formed, the driving force always being a decrease in basicity. When no such energy gain can be achieved, a sterically crowded substrate may just turn out to be inert; this was found to be the case with 1,5-dibromo-3-fluoro-2-(trimethylsilyl)benzene, 1,5-dibromo-3-fluoro-2,4-bis(trimethylsilyl)benzene, and 1,5-dibromo-3-fluoro-2,4-diiodobenzene. Buttressing effects are apparently strong enough to prevent expedient deprotonation of those substrates.