636-46-4

Basic information

• Product Name: 4-Hydroxyisophthalic acid
• Synonyms: HYDROXYISOPHTHALIC ACID, 4-;4-HYDROXYISOPHTHALIC ACID;4-HYDROXYBENZENE-1,3-DICARBOXYLIC ACID;4-HYDROXY-1,3-BENZENEDECARBOXYLIC ACID;4-HYDROXY-1,3-BENZENEDICARBOXYLIC ACID;ACETYLSALISYLIC ACID IMP B;4-hipa;4-hydroxy-3-benzenedicarboxylicacid
• CAS NO: 636-46-4
• Molecular Formula: C₈H₆O₅
• Molecular Weight: 182.13
• EINECS: 211-258-0
• Product Categories: Phthalic Acids, Esters and Derivatives;API intermediates;Aromatics;Impurities;Aromatics, Impurities
• Mol File: 636-46-4.mol

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 310 C
• Flash Point: 238.6 °C
• Appearance: White powder
• Density: 1.4411 (rough estimate)
• Vapor Pressure: 8.58E-09mmHg at 25°C
• Refractive Index: 1.5690 (estimate)
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 2?+-.0.10(Predicted)
• Water Solubility: 0.3g/L(24 oC)
• Merck: 14,4827
• CAS DataBase Reference: 4-Hydroxyisophthalic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxyisophthalic acid(636-46-4)
• EPA Substance Registry System: 4-Hydroxyisophthalic acid(636-46-4)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22-36/38
• Safety Statements: 26-36/37/39-36-39-6
• WGK Germany: 3
• RTECS: NT2544000
• Hazardous Substances Data: 636-46-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxyisophthalic acid is used as a pharmaceutical secondary standard for quality control. It provides pharmaceutical laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. This application ensures the accuracy and reliability of pharmaceutical products, contributing to their overall safety and efficacy.
Used in Pain Relief and Anti-Inflammatory Applications:
4-Hydroxyisophthalic acid has been proposed as an improvement over aspirin, which is a widely used medication for pain relief, fever reduction, and inflammation. As an alternative to Acetylsalicylic acid (A187780), it may offer enhanced benefits in terms of efficacy, safety, or other pharmacological properties, potentially leading to better treatment outcomes for patients.
Used in Research and Development:
As a compound with potential applications in the pharmaceutical industry, 4-Hydroxyisophthalic acid may also be used in research and development efforts. Scientists and researchers can explore its properties, interactions, and potential uses in various therapeutic areas, contributing to the advancement of medical knowledge and the development of new drugs and treatments.

InChI:InChI=1/C8H6O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H,(H,10,11)(H,12,13)/p-2

Upstream product

• 90844-13-6 4-hydroxyisophthalic acid 1-ethyl ester 
• 88-61-9 2,4-dimethylbenzenesulfonic acid 
• 583-70-0 1-bromo-2,4-dimethylbenzene 
• 2206-43-1 4-methoxyisophthalic acid 
• 5985-24-0 dimethyl 4-hydroxyisophthalate 
• 616-76-2 2-hydroxy-5-formylbenzoic acid 
• 584-87-2 3-formyl-4-hydroxybenzoic acid 
• 85392-08-1 2-hydroxy-5-(2,2,2-trichloro-1-hydroxy-ethyl)-benzoic acid 
• 33555-64-5 2-hydroxy-5-phenylacetyl-benzoic acid 
• 33890-03-8 4-aminoisophthalic acid 
• 54176-51-1 5-bromo-4-hydroxyisophthalic acid dimethyl ester 
• 92865-42-4 dipropyl-4-hydroxy-1,3-benzenedicarboxylate 
• 100-67-4 potassium phenolate 
• 139-02-6 sodium phenoxide 

Downstream Products

• 5985-24-0 dimethyl 4-hydroxyisophthalate 
• 79128-78-2 2-hydroxy-5-(methoxycarbonyl)benzoic acid 
• 41684-11-1 4-hydroxy-3-(methoxycarbonyl)benzoic acid 
• 91144-00-2 4-hydroxy-isophthalic acid 1-propyl ester 
• 92865-42-4 dipropyl-4-hydroxy-1,3-benzenedicarboxylate 
• 90844-13-6 4-hydroxyisophthalic acid 1-ethyl ester 
• 5985-25-1 4-hydroxy-1,3-benzenedicarboxylic acid diethyl ester 
• 616-76-2 2-hydroxy-5-formylbenzoic acid 
• 855641-74-6 5-formyl-4-hydroxy-isophthalic acid 
• 22235-27-4 4-hydroxy-5-nitro-isophthalic acid 
• 101567-41-3 4-hydroxy-cyclohexane-1,3-dicarboxylic acid 
• 54471-90-8 5-bromo-4-hydroxyisophthalic acid 
• 5985-26-2 4-(acetoxy)isophthalic acid 
• 99856-49-2 5-dimethylaminomethyl-4-hydroxy-isophthalic acid 

Relevant articles and documents

Method for extracting 4-hydroxyisophthalic acid from waste slag for producing salicylic acid

The invention discloses a method for extracting 4-hydroxyisophthalic acid from waste slag for producing salicylic acid, and belongs to the field of chemistry and chemical engineering. The waste slag for producing salicylic acid is used as raw materials; the steps of alkali dissolution, decoloring, acid separation and the like are performed to obtain a pure product of 4-hydroxyisophthalic acid. Thesteps in the operation process are simple; the use of complicated production equipment and process is avoided. Through the steps, the recovery and utilization of waste slag generated in the salicylicacid production process are realized.

Method for extracting 4-hydroxy-m-phthalic acid from wintergreen oil production waste slag

The invention discloses a method for extracting 4-hydroxy-m-phthalic acid from wintergreen oil production waste slag. The method comprises the following steps: 1. extraction of 4-hydroxy-dimethyl isophthalate crude product from wintergreen oil production waste slag: dissolving wintergreen oil production waste slag in an organic solvent, heating, filtering while the solution is hot, standing the filtrate to precipitate a solid, and drying the filter cake to obtain the 4-hydroxy-dimethyl isophthalate crude product; 2. hydrolysis of 4-hydroxy-dimethyl isophthalate crude product: adding the 4-hydroxy-dimethyl isophthalate crude product into an alkali solution, heating for hydrolysis, cooling to room temperature, adding a decolorant for decolorization, regulating the pH value of the filtrate to 1-4, precipitating a solid under acidic conditions, collecting the filter cake, and carrying out vacuum drying. By recycling the wintergreen oil production waste slag, the method enhances the resource utilization rate and lowers the 4-hydroxy-m-phthalic acid production cost. Besides, the method has the advantages of high yield, high purity, simple technique, mild conditions, no side reaction and the like.

Inclusion complex containing epoxy resin composition for semiconductor encapsulation

The invention is an epoxy resin composition for sealing a semiconductor, including (A) an epoxy resin and (B) a clathrate complex. The clathrate complex is one of (b1) an aromatic carboxylic acid compound, and (b2) at least one imidazole compound represented by formula (II): wherein R2 represents a hydrogen atom, C1-C10 alkyl group, phenyl group, benzyl group or cyanoethyl group, and R3 to R5 represent a hydrogen atom, nitro group, halogen atom, C1-C20 alkyl group, phenyl group, benzyl group, hydroxymethyl group or C1-C20 acyl group. The composition has improved storage stability, retains flowability when sealing, and achieves an effective curing rate applicable for sealing delicate semiconductors.

NOVEL CEPHALOSPORIN DERIVATIVE AND PHARMACEUTICAL COMPOSITION THEREOF

The present invention relates to novel cephalosporin derivatives represented by Chemical Formula 1. Wherein, X, Y, L, R1, and R2 are as same as defined in the description of the invention. The present invention also relates to pharmaceutical antibiotic compositions comprising a novel celphalosporin derivative represented by Chemical Formula 1, a prodrug thereof, a hydrate thereof, a solvate thereof, an isomer thereof, or a pharmaceutically acceptable salt thereof as an effective ingredient. According to the present invention, novel cephalosporin derivatives, a prodrug thereof, a hydrate thereof, a solvate thereof, an isomer thereof, or a pharmaceutically acceptable salt thereof as an effective ingredient for the broad spectrum of antibiotic resistant, low toxicity, particularly in Gram-negative bacteria, which can be useful with strong antimicrobial activity.

NOVEL CEPHALOSPORIN DERIVATIVES AND PHARMACEUTICAL COMPOSITIONS THEREOF

The present invention relates to novel cephalosporin derivatives represented by Chemical Formula 1. Wherein, X, Y, L, R1, and R2 are as same as defined in the description of the invention. The present invention also relates to pharmaceutical antibiotic compositions comprising a novel celphalosporin derivative represented by Chemical Formula 1, a prodrug thereof, a hydrate thereof, a solvate thereof, an isomer thereof, or a pharmaceutically acceptable salt thereof as an effective ingredient. According to the present invention, novel cephalosporin derivatives, a prodrug thereof, a hydrate thereof, a solvate thereof, an isomer thereof, or a pharmaceutically acceptable salt thereof as an effective ingredient for the broad spectrum of antibiotic resistant, low toxicity, particularly in Gram-negative bacteria, which can be useful with strong antimicrobial activity.

A recyclable nanoparticle-supported palladium catalyst for the hydroxycarbonylation of aryl halides in water

Boomerang catalysis: A catalyst catchrelease system Is established by the noncovalent attachment of a Pd N-heterocyclic carbene complex to graphene-coated magnetic Co nanoparticles. The immobilization by pyrene tags (see scheme; blue) is reversible at elevated temperatures, releasing the homogeneous catalyst. The hydroxycarbonylation of aryl halides is performed in 16 iterative reactions with this highly active catalyst. (Figure Presented)

Process for the synthesis of hydroxy aromatic acids

Hydroxy aromatic acids are produced in high yields and high purity (>95%) from halogenated aromatic acids in a reaction mixture containing a copper source and a ligand that coordinates to copper.

Regioselective Carboxylation of Phenols with Carbon Dioxide

A few novel methods were developed for the regioselective preparation of p-hydroxybenzoic acid (pHBA) and its amino derivative by means of the Kolbe-Schmitt reaction. Thus, the carboxylation of tetraalkylammonium phenoxide at 125°C under the CO2 pressure of 5.0 MPa in the presence of K2CO3 gave pHBA in a maximum yield of 56% with the regioselectivity of 97-100%. The carboxylation of potassium phenoxide (PhOK) at 230°C under the CO2 pressure of 0.5 MPa also gave pHBA regioselectively in a 39% yield, together with unaltered phenol (61%) Under such conditions, the potassium salt of salicylic acid (SA) once formed was transformed into pHBA. Heat treatment of the dipotassium salt of 13C labeled SA indicated that the transformation occurs via two pathways, i.e., the intramolecular rearrangement of the salicylate (66%) and the decarboxylation of the salicylate followed by the recarboxylation of the resulting PhOK (34%). Furthermore, the carboxylation of cesium m-aminophenoxide and 5-amino-1-naphthoxide with CO2 gave regioselectively 4-hydroxyanthranilic and 8-amino-4-hydroxy-1-naphthoic acids, respectively, in good yields. This is a simple one-pot reaction giving these industrially useful acids with good yields.

Naaladase inhibitors for treating retinal disorders and glaucoma

The present invention relates to pharmaceutical compositions and methods for treating a retinal disorder or glaucoma using NAALADase inhibitors.

Effects of alkali and alkaline earth metals on the Kolbe-Schmitt reaction

It was found that the carboxylations of magnesium, calcium, and barium phenoxides with carbon dioxide at 260 °C produced salicylic acid and dicarboxylic acids (4-hydroxyisophthalic acid and 2-hydroxyisophthalic acid) in very high yields (80-100%), exceeding that of the ordinary Kolbe-Schmitt reaction. The orientation (ortho/para ratio) was controlled not only by chelations of the intermediate with alkaline earth metal (Mg, Ca, Ba) ions, resulting in salicylic acid, but also by the sizes of metal ions (Rb, Cs), giving p-hydroxybenzoic acid in a much higher ratio than the widely used method with potassium or sodium phenoxide. These alkaline earth metals worked to produce 3-hydroxy-2-naphthoic acid by the reaction of 2-naphthoxide with carbon dioxide, but the yield of 6-hydroxy-2-naphthoic acid was comparable to that of 3-hydroxy-2-naphthoic acid when cesium or rubidium 2 naphthoxide was employed. Considerably high yields (～60%) of 6-hydroxy-2-naphthoic acid, a monomer of one of the best liquid-crystal polymers, was attained by the carboxylation of cesium or rubidium 2-naphthoxide in the presence of potassium or sodium carbonate, where the alkali metal ion was supposed to increase the reactivity of the substrate. The formation of "binol" was observed in the preparation of 2-naphthoxides with metal hydroxides, especially with copper(II) ion.