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4-HYDROXYBENZOIC ACID

CAS NUMBER: 99-96-7

EC NUMBER: 202-804-9

MOLECULAR FORMULA: C7H6O3

MOLECULAR WEIGHT: 138.12

 


4-hydroxybenzoic acid is a widely used organic synthetic raw material, especially its esters, including methylparaben (nepoline), ethyl ester (interpret), propyl ester, butyl ester, isopropyl ester, isobutyl ester, can be used as food additives, used in soy sauce, vinegar, refreshing drinks (except soda), fruit flavorings, fruits and vegetables, pickled products, etc., also widely used in food, cosmetics, medicine, antisepsis, mildew Agents and fungicides. 
4-hydroxybenzoic acid is also used as an intermediate in dyes and pesticides. 

4-hydroxybenzoic acid is used in the synthesis of organophosphorus insecticides GYAP, CYP in pesticides; color developer for the synthesis of heat-sensitive dyes in the dye industry; also used in color film and synthetic oil-soluble coupler “538” and nylon 12 The raw material for the production of plasticizers. 
In addition, 4-hydroxybenzoic acid is also used in liquid crystal polymers and plastics.

4-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. 
4-hydroxybenzoic acid has a role as a plant metabolite and an algal metabolite. 

4-hydroxybenzoic acid is a conjugate acid of a 4-hydroxybenzoate.
4-Hydroxybenzoic acid is a metabolite found in Escherichia coli.

4-Hydroxybenzoic acid is a metabolite found in the aging.
4-hydroxybenzoic acid is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. 

4-hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 
4-Hydroxybenzoic acid is primarily known as the basis for the preparation of its esters, known as parabens, which are used as preservatives in cosmetics and some ophthalmic solutions. 

4-hydroxybenzoic acid is isomeric with 2-hydroxybenzoic acid, known as salicylic acid, a precursor to aspirin, and with 3-hydroxybenzoic acid.
4-hydroxybenzoic acid is also found in Spongiochloris spongiosa, a freshwater green alga.

4-hydroxybenzoic acid is also found in Ganoderma lucidum, a medicinal mushroom with the longest record of use.
Cryptanaerobacter phenolicus is a bacterium species that produces benzoate from phenol via 4-hydroxybenzoate.

4-Hydroxybenzoic acid can be found naturally in coconut.
4-hydroxybenzoic acid is one of the main catechins metabolites found in humans after consumption of green tea infusions.

4-hydroxybenzoic acid can be found in mycorrhizal and non-mycorrhizal roots.
Violdelphin is an anthocyanin, a type of plant pigments, found in blue flowers and incorporating two 4-hydroxybenzoic acid acid residues, one rutinoside and two glucosides associated with a delphinidin.

Agnuside is the ester of aucubin and 4-hydroxybenzoic acid.
The enzyme 4-hydroxybenzoic acid thioesterase utilizes 4-hydroxybenzoyl-CoA and H2O to produce 4-hydroxybenzoate and CoA. 

This enzyme participates in 2,4-dichlorobenzoate degradation. 
4-hydroxybenzoic acid can be found in Pseudomonas species.

The enzyme 4-hydroxybenzoic acid uses a polyprenyl diphosphate and 4-hydroxybenzoate to produce diphosphate and 4-hydroxy-3-polyprenylbenzoate. 
4-hydroxybenzoic acid participates in ubiquinone biosynthesis.

The enzyme 4-hydroxybenzoic acid geranyltransferase utilizes geranyl diphosphate and 4-hydroxybenzoate to produce 3-geranyl-4-hydroxybenzoate and diphosphate. 
Biosynthetically, alkannin is produced in plants from the intermediates 4-hydroxybenzoic acid and geranyl pyrophosphate.

4-Hydroxybenzoic acid is produced commercially from potassium phenoxide and carbon dioxide in the Kolbe-Schmitt reaction.
4-hydroxybenzoic acid can also be produced in the laboratory by heating potassium salicylate with potassium carbonate to 240 °C, followed by treating with acid.

4-Hydroxybenzoic acid has about one tenth the acidity of benzoic acid, having an acid dissociation constant Ka = 3.3×10−5 M at 19 °C.
Chemically 4-hydroxybenzoic acid is an aromatic polyester produced by the polycondensation of 4-hydroxybenzoic acid and 6-hydroxynaphthalene-2-carboxylic acid. 

The fiber has been shown to exhibit strong radiation shielding used.
4-hydroxybenzoic acid is generally prepared by the rearrangement of p-hydroxyphenylbenzoate. 

Alternatively, 4-hydroxybenzoic acid can be converted to p-acetoxybenzoyl chloride. 
4-hydroxybenzoic acid reacts with phenol to give, after deacetylation, 4,4′-dihydroxybenzophenone.

4-Hydroxybenzoic acid is a popular antioxidant in part because of its low toxicity. 
4-Hydroxybenzoic acid has estrogenic activity both in vitro and in vivo, and stimulates the growth of human breast cancer cell lines.

4-hydroxybenzoic acid is a common metabolite of paraben esters, such as methylparaben.
4-hydroxybenzoic acid is a relatively weak estrogen, but can produce uterotrophy with sufficient doses to an equivalent extent relative to estradiol, which is unusual for a weakly estrogenic compound and indicates that it may be a full agonist of the estrogen receptor with relatively low binding affinity for the receptor.[15][17][18] It is about 0.2% to 1% as potent as an estrogen as estradiol.

4-Hydroxybenzoic acid analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.
4-Hydroxybenzoic acid, also known as p-hydroxybenzoate or 4-carboxyphenol, belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. 

4-hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 
4-Hydroxybenzoic acid exists in all living species, ranging from bacteria to plants to humans. 

4-hydroxybenzoic acid is involved in the metabolic pathway called the ubiquinone biosynthesis pathway. 
Based on a literature review a significant number of articles have been published on 4-Hydroxybenzoic acid.

4-hydroxybenzoic acid has recently emerged as a promising intermediate for several value-added bioproducts with potential biotechnological applications in food, cosmetics, pharmacy, fungicides, etc. 
Over the past years, a variety of biosynthetic techniques have been developed for producing the 4-hydroxybenzoic acidand 4-HBA-based products. 

At this juncture, synthetic biology and metabolic engineering approaches enabled the biosynthesis of 4-hydroxybenzoic acid to address the increasing demand for high-value bioproducts. 
This review summarizes the biosynthesis of a variety of industrially pertinent compounds such as resveratrol, muconic acid, gastrodin, xiamenmycin, and vanillyl alcohol using 4-HBA as the starting feedstock. 

Moreover, potential research activities with a close-up look at the future perspectives to produce new compounds using 4-hydroxybenzoic acid have also been discussed.
4-hydroxybenzoic acid is a valuable intermediate for the synthesis of several bioproducts with potential applications in food, cosmetics, pharmacy, fungicides, etc. 

4-hydroxybenzoic acid is a key component in the manufacturing of high-performance liquid crystal polymers (LCPs) with wider and ever-increasing applications in the thermoplastic industry.
4-Hydroxybenzoic acid, also known as p-hydroxybenzoic acid (PHBA), is a phenolic derivative of benzoic acid and widely used in organic synthesis. 

4-hydroxybenzoic acid is the most widely distributed aromatic organic acid in the vegetable kingdom.
4-Hydroxybenzoic acid is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. 

4-hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 
4-hydroxybenzoic acid could inhibit most gram-positive and some gram-negative bacteria, with an IC50 of 160 μg/mL.

4-hydroxybenzoic acid is a useful research chemical.
4-hydroxybenzoic acid is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. 

4-hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 
4-hydroxybenzoic acid is primarily known as the basis for the preparation of its esters, known as parabens.

4-Hydroxybenzoic acid is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. 
4-hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 

4-Hydroxybenzoic acid is primarily known as the basis for the preparation of its esters, known as parabens, which are used as preservatives in cosmetics and some ophthalmic solutions.
4-Hydroxybenzoic acid, also known as p-hydroxybenzoic acid (PHBA), is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. 

4-hydroxybenzoic acid is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 
4-Hydroxybenzoic acid is primarily known as the basis for the preparation of its esters, known as parabens, which are used as preservatives in cosmetics and some ophthalmic solutions. 

4-hydroxybenzoic acid is isomeric with 2-hydroxybenzoic acid, known as salicylic acid, a precursor to aspirin, and with 3-hydroxybenzoic acid.
4-Hydroxybenzoic acid belongs to the class of aromatic acids, which may be used as a preservative in cosmetics, pharmaceuticals and as a synthetic flavoring agent in food products.

4-Hydroxybenzoic acid is a phenolic acid that has been found in a variety of fruit peels and leaves.
4-Hydroxybenzoic acid is an odorless white crystalline astringent powder. 

In pure form, 4-hydroxybenzoic acid imparts a sweetish taste at first, which quickly becomes acrid and disagreeable.
4-Hydroxybenzoic acid is a phenolic acid that has been found in a variety of fruit peels and leaves. 

4-hydroxybenzoic acid can be found naturally in coconut. 
4-hydroxybenzoic acid is one of the main catechins metabolites found in humans after consumption of green tea infusions. 

 

USES:

4-Hydroxybenzoic acid is used as an intermediate for dyes, antiseptics and active pharmaceutical ingredients. 
4-hydroxybenzoic acid is also used as a food preservative, corrosion inhibitor, anti-oxidant and an emulsifier. 

4-hydroxybenzoic acid reacts with 6-hydroxynaphthalene-2-carboxylic acid to prepare aromatic polyester. 
4-hydroxybenzoic acid acts as a precursor to prepare p-hydroxyphenylbenzoate, p-acetoxybenzoyl chloride and 4,4'-dihydroxybenzophenone. 

Further, 4-hydroxybenzoic acid is used in paint additives, coating additives, processing aids, electrical and electronic products. 
In addition to this, 4-hydroxybenzoic acid acts as a preservative in cosmetics and some ophthalmic solutions.

4-hydroxybenzoic acid is of significant commercial importance. 
The most familiar application is the use of several of 4-hydroxybenzoic acids esters as preservatives, known as parabens. 

 

APPLICATION:

4-Hydroxybenzoic acid can be used as a starting material to synthesize organic intermediates such as 4-acetoxybenzoic acid and 4-hydroxy-3,5-diiodobenzoic acid.
4-Hydroxybenzoic acid is used as an intermediate for dyes, antiseptics and active pharmaceutical ingredients. 

4-hydroxybenzoic acid is also used as a food preservative, corrosion inhibitor, anti-oxidant and an emulsifier. 
4-hydroxybenzoic acid reacts with 6-hydroxynaphthalene-2-carboxylic acid to prepare aromatic polyester.

4-hydroxybenzoic acid acts as a precursor to prepare p-hydroxyphenylbenzoate, p-acetoxybenzoyl chloride and 4,4′-dihydroxybenzophenone. 
4-hydroxybenzoic acid is used in paint additives, coating additives, processing aids, electrical and electronic products. 

In addition to this, 4-hydroxybenzoic acid acts as a preservative in cosmetics and some ophthalmic solutions.
4-Hydroxybenzoic acid belongs to the class of aromatic acids, which may be used as a preservative in cosmetics, pharmaceuticals and as a synthetic flavoring agent in food products.

 

PHYSICAL AND CHEMICAL PROPERTIES:

-Density: 1.4041 g/cm3

-Ignition temperature: >250 °C

-Melting Point: 215 - 217 °C

-pH value: 3.3 (1 g/l, H₂O)

-Bulk density: 600 kg/m3

-Solubility: 5 g/l

 

SPECIFICATION:

-Assay (HPLC, area%): ≥ 98.0 % (a/a)

-Melting range (lower value): ≥ 214 °C

-Melting range (upper value): ≤ 217 °C

 

FEATURES:

-CAS Min %: 99.0

-CAS Max %: 100.0

-Color: Ivory to White

-Melting Point: 214°C to 217°C

-Flash Point: 199°C

-Assay Percent Range: 99% min. (HPLC)

-Linear Formula: HOC6H4CO2H

-Packaging: Plastic bottle

-Beilstein: 10, 149

 

STORAGE:

Store below +30°C.


SYNONYM:

99-96-7
p-Hydroxybenzoic acid
4-Carboxyphenol
p-Salicylic acid
Benzoic acid, 4-hydroxy-
para-Hydroxybenzoic acid
Benzoic acid, p-hydroxy-
4-Hydroxybenzoesaeure
4-hydroxy benzoic acid
p-Oxybenzoesaure 
4-Hydroxybenzoicacid
PHBA
4-hydroxy-benzoic acid
Paraben-acid
Acido p-idrossibenzoico
Kyselina 4-hydroxybenzoova
Kyselina 4-hydroxybenzoova 
NSC 4961
UNII-JG8Z55Y12H
HYDROXYBENZOIC ACID, PARA
p-hydroxy benzoic acid
p-hydroxy-Benzoic acid
Hydroxybenzoic acid
Hydroxybenzenecarboxylic acid
4-HBA
HSDB 7233

 

IUPAC NAME:

4-Hydroxybenzoesäure
4-Hydroxybenzoic Acid
4-Hydroxybenzoic acid
4-hydroxybenzoic acid
4-hydroxybenzoic acid
Benzoic acid, 4-hydroxy-
pHBA

 

TRADE NAME:

4-Carboxyphenol
4-Hydroxybenzoesäure
4-hydroxybenzoic acid
p-HBA
p-HBS
p-Hydroxybenzoic acid

 

 

 

 

 

 

 

 

 

 

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