4123-72-2

Basic information

• Product Name: 4-Amino-3,5-dibromobenzoic acid
• Synonyms: 4-AMINO-3,5-DIBROMOBENZOIC ACID;BUTTPARK 35\03-07;4- aMino-3,5- twobroMo benzoic acid;3,5-Dibromo-4-aminobenzoicacid;RARECHEM AL BO 2270
• CAS NO: 4123-72-2
• Molecular Formula: C₇H₅Br₂NO₂
• Molecular Weight: 294.93
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 4123-72-2.mol

Chemical Properties

• Melting Point: 330 °C (decomp)
• Boiling Point: 391.108 °C at 760 mmHg
• Flash Point: 190.336 °C
• Appearance: /
• Density: 2.159 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.7
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.08±0.10(Predicted)
• CAS DataBase Reference: 4-Amino-3,5-dibromobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-3,5-dibromobenzoic acid(4123-72-2)
• EPA Substance Registry System: 4-Amino-3,5-dibromobenzoic acid(4123-72-2)

Safety Data

• Hazardous Substances Data: 4123-72-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
4-Amino-3,5-dibromobenzoic acid is utilized as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique structural features and reactivity.
Used in Antifungal and Antimicrobial Applications:
In the field of microbiology, 4-Amino-3,5-dibromobenzoic acid is used as an antifungal and antimicrobial agent, leveraging its potential to inhibit the growth of fungi and bacteria, which is crucial for the development of new treatments and preventive measures against infections.
Used in Anti-Inflammatory Applications:
4-Amino-3,5-dibromobenzoic acid is employed as an anti-inflammatory agent, capitalizing on its properties to reduce inflammation, which is significant for the management of conditions characterized by excessive inflammation.
Used in Organic Synthesis:
In the chemical industry, 4-Amino-3,5-dibromobenzoic acid is used as a building block in organic synthesis, contributing to the creation of a wide range of chemical products, from specialty chemicals to advanced materials.

InChI:InChI=1/C7H5Br2NO2/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2H,10H2,(H,11,12)

Upstream product

• 90484-59-6 4-acetylamino-3,5-dibromo-benzoic acid 
• 3282-10-8 methyl 3,5-dibromo-4-aminobenzoate 
• 10035-10-6 hydrogen bromide 
• 7722-84-1 dihydrogen peroxide 
• 150-13-0 4-amino-benzoic acid 
• 556-08-1 p-(acetylamino)benzoic acid 
• 6311-37-1 4-amino-3-bromo-benzoic acid 
• 619-45-4 4-methoxycarbonyl aniline 

Downstream Products

• 618-58-6 3,5-dibromobenzoic acid 
• 6311-60-0 3,5-dibromonitrobenzene 
• 84483-37-4 2,6-dibromo-4,N-dinitro-aniline 
• 608-30-0 2,6-dibromoaniline 
• 147-82-0 2,4,6-tribromoaniline 
• 63498-21-5 4-amino-3,5-dibromo-benzoic acid chloride 
• 1166-18-3 meta-quaterphenyl 
• 13402-32-9 1,3-dibromo-2-nitrobenzene 
• 4740-51-6 m-sexiphenyl 
• 16716-13-5 m-quinquephenyl 
• 78626-84-3 2''-amino-m-quinquephenyl 
• 78626-83-2 2''-nitro-m-quinquephenyl 
• 70352-22-6 m-septiphenyl 
• 78626-86-5 2'''-amino-m-septiphenyl 

Relevant articles and documents

Method of catalytically synthesizing polybromo-aniline in water phase

The invention discloses a method of catalytically synthesizing polybromo-aniline in a water phase. The method comprises following steps: adding a catalytic amount of a free radical initiator, aniline derivatives, cheap and low-toxic bromine salts, and water into a reactor; carrying out reactions in a photocatalytic reaction instrument under power of 5W at a room temperature; after a while, extracting the reaction product by ethyl acetate, and carrying out recrystallization to obtain polybromo-aniline; wherein the free radical initiator is eosin, sodium persulfate, or potassium persulfate. The power of the incandescent lamp of the photocatalytic reaction instrument is 5W. The free radical initiator and bromine salts are cheap and easily available. The method is an ideal synthesis method of polybromo-aniline. Cheap and low-toxic bromine salts are used to replace liquid bromine. The cheap and easily available free radical initiator is used to replace unstable and explosive hydrogen peroxide. After 4 to 10 hours of reactions under the power of 5W, polybromo-aniline can be synthesized, the yield and the reaction selectivity are high, the byproducts are few, and the post treatment is simple.

An efficient regioselective NBS aromatic bromination in the presence of an ionic liquid

A simple, efficient, and rapid method was developed for high-yielding regioselective monobromination of activated aromatic compounds using NBS in combination with ionic liquid 1-butyl-1-methylimidazolium bromide ([Bmim]Br) or dioxane. The ionic liquid is recyclable and can be reused with minimal loss in the catalytic efficiency if the ionic liquid is rapidly microwaved prior to reactions.

Effect of structural factors and solvent nature in bromination of anilines

Reaction of electrophilic bromination of aniline containing various ortho, meta, and para substituents in the aromatic ring was studied. The optimal conditions for synthesis of mono-, di-, tri-, and tetrabromo derivatives of aniline and brominated analog of Aniline Black were found.

Syntheses and Physical Properties of Several Octiphenyls and a Septiphenyl

Six symmetrical linear octiphenyls were synthesized by the Ullmann homo-coupling reaction of iodoquaterphenyl.Another satisfactory method for synthesizing octiphenyls is also described, i.e., a Kharash-type Grignard cross-coupling of biphenylylmagnesium bromide and diiodoquaterphenyl in the presence of bis(acetylacetonato)nickel(II).Moreover, m-septiphenyl was succesfully synthesized by deamination of the corresponding amino compound.Infrared studies of the polyphenyls indicated that the fine-structure bands in the regions of 770-810 and 870-915 cm-1 may be considered as indicators of the presence of consecutive m-phenylene rings, regardless of the existence of o- or p-phenylene rings.The ultraviolet spectra of the octiphenyls, which contain two kinds of linkages, showed absorption curves closely related to those of quaterphenyls corresponding to the structural units of the former compounds.The nuclear magnetic resonance spectra of the polyphenyls without an o-phenylene ring showed multiplet peaks due to the resonances of an isolated m-phenylene proton at the lowest field within a narrow region (δ 7.81-7.95).Hueckel molecular orbital calculations of the longest wavelength absorption bands of ten polyphenyls were carried out.The calculated and observed wavelengths were in rather good agreement except for the cases of three compounds.Keywords - Ullmann reaction; Ni-complex-catalyzed cross-coupling; octiphenyls; septiphenyls; IR; UV; NMR; MO; quaterphenyl derivatives; polyphenyls