16839-13-7

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromophenyl phosphonic acid, 98% is used as a building block for the synthesis of various pharmaceutical compounds. Its unique reactivity and the presence of the bromophenyl group make it suitable for the development of new drugs with improved properties and therapeutic effects.
Used in Agrochemical Industry:
4-Bromophenyl phosphonic acid, 98% is used as a key intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its reactivity and halogenation capabilities contribute to the development of more effective and environmentally friendly agrochemical products.
Used in Materials Science:
4-Bromophenyl phosphonic acid, 98% is used as a precursor in the synthesis of advanced materials, such as polymers, coatings, and composites. Its unique properties and reactivity enable the development of materials with enhanced performance and novel applications.
Used in Organic Chemistry Research:
4-Bromophenyl phosphonic acid, 98% is used as a reagent in various organic chemistry reactions, such as cross-coupling, substitution, and condensation reactions. Its versatility and reactivity make it a valuable tool for researchers in the field of organic chemistry, enabling the synthesis of complex organic molecules and the exploration of new reaction pathways.

InChI:InChI=1/C6H6BrO3P/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,(H2,8,9,10)

Upstream product

• 55588-70-0 di-piperidin-1-yl-phosphinic acid chloride 
• 22480-64-4 4-bromophenyllithium 
• 4648-58-2 (4-Bromophenyl)phosphonsaeure-dichlorid 
• 20677-12-7 diethyl (4-bromophenyl)phosphonate 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 106-37-6 1.4-dibromobenzene 
• 108-86-1 bromobenzene 
• 4762-31-6 4-Bromphenylphosphindichlorid 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 13817-79-3 4,4'-biphenylenebis(phosphonic acid) 
• 98197-04-7 (4-hydrazino-phenyl)-phosphonic acid 
• 5337-17-7 4-aminophenylphosphonic acid 
• 102450-25-9 (4-methylamino-phenyl)-phosphonic acid 
• 106-37-6 1.4-dibromobenzene 
• 108-86-1 bromobenzene 
• 4648-58-2 (4-Bromophenyl)phosphonsaeure-dichlorid 
• 1616558-16-7 C₁₇H₁₉BrNOP 
• 1616557-92-6 C₁₅H₂₁BrNO₃P 
• 1627704-49-7 C₁₆H₂₂NO₄P 
• 1616558-17-8 C₁₆H₂₂NO₅P 
• 1616557-93-7 C₁₂H₁₆NO₃P 
• 1627704-48-6 C₂₅H₂₅ClNO₃P 
• 1616557-94-8 C₂₄H₂₃ClNO₃P 

Relevant academic research and scientific papers

Synthesis, characterization and properties of titanium phosphonate clusters

Titanium phosphonate clusters were synthesized by the reactions of titanium tetraisopropoxide (Ti(OiPr)4) with arylphosphonic acids (ArPO3H2, Ar = Ph, 1-Nap, 4-MeOPh, 4-FPh, 4-ClPh, 4-BrPh, and 4-BrBn) and H2O in tetrahydrofuran (THF) at room temperature. [Ti4(μ3-O)(OiPr)5(μ-OiPr)3(O3PAr)3]·solv (Ar = Ph (1), 1-Nap (2), 4-MeOPh (3), 4-FPh (4), 4-ClPh (5); solv = thf for 1 and 2 or 2-propanol for 3–5) were isolated as new Ti4P3-type clusters, while Ti7(μ3-O)2(OiPr)6(μ-OiPr)6(O3PBnBr)6 (6) was isolated as a Ti7P6-type cluster. A co-crystal of Ti4P3- (7a) and Ti7P6-type (7b) clusters were obtained when 4-BrPhPO3H2 was used, and [Ti(OiPr)(acac)(O3PPh)]4 (8), a new cage cluster, was obtained when Ti(acac)2(OiPr)2 (Hacac = acetylacetone) was reacted with PhPO3H2.

Towards the next generation of dual Bcl-2/Bcl-xL inhibitors

Structural modifications of the left-hand side of compound 1 were identified which retained or improved potent binding to Bcl-2 and Bcl-x L in in vitro biochemical assays and had strong activity in an RS4;11 apoptotic cellular assay. For example, sulfoxide diastereomer 13 maintained good binding affinity and comparable cellular potency to 1 while improving aqueous solubility. The corresponding diastereomer (14) was significantly less potent in the cell, and docking studies suggest that this is due to a stereochemical preference for the RS versus SS sulfoxide. Appending a dimethylaminoethoxy side chain (27) adjacent to the benzylic position of the biphenyl moiety of 1 improved cellular activity by approximately three-fold, and this activity was corroborated in cell lines overexpressing Bcl-2 and Bcl-xL.

SYNTHESIS OF ARYL- AND HETARYLPHOSPHONATES

The reaction of tris(trimethylsilyl) phosphite with aryl or hetaryl halides under homogeneous catalysis conditions gave bis(trimethylsilyl)phosphonates.Treatment of these products with methanol gave the corresponding aryl- or hetarylphosphonic acids in quantitative yield.Keywords: tris(trimethylsilyl) phosphite, aryl and hetaryl halides, homogeneous catalysis, bis(trimethylsilyl)phosphonates, arylphosphonic acids.