13137-43-4

Usage

Uses

Used in Chemical Reactions and Organic Synthesis:
2,6-Dibromohexanoic acid is utilized as a reactant and intermediate in various chemical reactions and organic synthesis processes. Its unique structure, featuring bromine atoms, allows for specific reactivity and functional group manipulations that are valuable in the creation of new compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2,6-Dibromohexanoic acid is employed as a building block for the development of pharmaceutical compounds. Its structural features make it a versatile component in the synthesis of drugs with potential therapeutic applications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2,6-Dibromohexanoic acid is used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides, where its properties can contribute to the effectiveness of these products.
Used in Environmental Regulation:
2,6-Dibromohexanoic acid is also considered a potential environmental pollutant. As such, it is subject to regulatory restrictions on its use and disposal, which is an important application in ensuring environmental safety and compliance with ecological standards.

InChI:InChI=1/C6H10Br2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4H2,(H,9,10)

Upstream product

• 408327-24-2 2-bromo-6-phenoxy-hexanoic acid 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 7170-41-4 6-phenoxyhexanoic acid 

Downstream Products

• 70-54-2 2,6-diaminocaproic acid 
• 4043-87-2 pipecolic Acid 
• 77868-87-2 3-Bromo-1-phenyl-azepan-2-one 
• 82820-86-8 2,6-Dibromo-hexanoic acid benzylamide 
• 1181220-88-1 6-azido-2-{[3-(3-chlorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl]thio}hexanoic acid 

Relevant academic research and scientific papers

A two-phase bromination process using tetraalkylammonium hydroxide for the practical synthesis of α-bromolactones from lactones

A simple and efficient method for α-brominating lactones that affords α-bromolactones under mild conditions using tetraalkylammonium hydroxide (R4N) as a base was developed. Lactones are ring-opened with Br2 and a substoichiometric amount of PBr3, leading to good yields of the corresponding α-bromocarboxylic acids. Subsequent intramolecular cyclization over 1 h using a two-phase system (H2O/CHCl3) containing R4N afforded α-bromo lactones in good yields. This method can be applied at the 10 mmol scale using simple operations. α-Bromo-δ-valerolactone, which is extremely reactive and difficult to isolate, could be isolated and stored in a freezer for about one week using the developed method. Optimizing the solvent for environmentally friendly large-scale syntheses revealed that methyl ethyl ketone (MEK) was as effective. In addition, in situ-generated α-bromo-δ-valerolactone was directly converted into a sulfur-substituted functional lactone without difficulty by reacting it with a sulfur nucleophile in one pot without isolation. This new bromination system is expected to facilitate the industrial use of α-bromolactones as important intermediates.

Convenient Syntheses of Cyclic Carboxamides from α,β,γ,δ and ε-halocarboxamides under Phase Transfer Conditions

Piperazine-2,5-diones (2) were prepared by N-alkylation between two molecules of α-halocarboxamides (1) in the presence of a phase transfer catalyst in yields of 64-88percent. β,γ,δ and ε-Lactams (6,9 and 13) were similarly synthesized by intramolecular N-alkylation of the corresponding halocarboxamides (5, 8 and 12) under phase transfer conditions in 53-99percent yields.Keywords--piperazine-2,5-dione; β-lactam; γ, δ, and ε lactams; bis-β-lactam; phase transfer catalyst; intramolecular N-alkylation