4-Bromobutylphosphonic Acid
CAS No.: 1190-14-3
Cat No.: BP-500205
4.5 
4-Bromobutylphosphonic Acid is a bifunctional phosphonic acid building block featuring a phosphonic acid moiety and a terminal bromide on a four-carbon linker. The phosphonate group provides strong, anionic coordination capability and can serve as a robust handle for constructing PROTAC-related conjugates or for tuning physicochemical properties such as polarity and metal-ion interactions, while the bromide enables straightforward nucleophilic substitution or alkylation to attach the linker to complementary fragments (e.g., heteroatom-containing ligands or other electrophiles) under standard organic synthesis conditions. In targeted protein degradation workflows, such linkers are used to control spatial distance and relative orientation between the recruiting ligand and the effector moiety, which is critical for productive formation of the ternary complex and subsequent ubiquitination. As a modular, reactive intermediate, it is valuable for rapid linker diversification and structure–activity relationship studies in PROTAC and related targeted degradation research.
Structure of 1190-14-3
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4-Bromobutylphosphonic Acid, is designed to support targeted protein degradation workflows by providing a chemically addressable handle for assembling PROTAC architectures. Its phosphonic acid functionality enables robust conjugation strategies, while the terminal bromide offers a practical electrophilic site for coupling. These features facilitate modular synthesis, allowing researchers to tailor linker length and attachment chemistry to optimize degrader performance. Detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a phosphonic acid group attached to a butyl chain terminating in a bromide, featuring strong P–O and P–C connectivity and an acid functionality capable of hydrogen bonding. The bromide provides an electrophilic leaving group, while the phosphonic acid contributes polarity and potential for salt formation.
Reactivity: The terminal bromide is suitable for nucleophilic substitution reactions commonly used to connect PROTAC fragments under conditions that promote alkylation. The phosphonic acid can participate in coupling workflows via activation strategies that generate reactive phosphate intermediates, enabling formation of stable P–O or related linkages. Typical approaches employ nucleophiles such as amines or oxygen-based partners, with polar aprotic solvents and base systems to drive substitution and minimize side reactions.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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