4-Hydroxybenzoic acid
- Product Name
- 4-Hydroxybenzoic acid
- CAS No.
- 99-96-7
- Chemical Name
- 4-Hydroxybenzoic acid
- Synonyms
- P-HYDROXYBENZOIC ACID;PARA HYDROXY BENZOIC ACID;PHBA;p-hydroxybenzoic;4-hydroxy-benzoicaci;4-hydroxy;p-Salicylic acid;4-Carboxyphenol;PARA-HYDROXYBENZOATE;acidop-idrossibenzoico
- CBNumber
- CB1412080
- Molecular Formula
- C7H6O3
- Formula Weight
- 138.12
- MOL File
- 99-96-7.mol
4-Hydroxybenzoic acid Property
- Melting point:
- 213-217 °C (lit.)
- Boiling point:
- 213.5°C (rough estimate)
- Density
- 1,46 g/cm3
- vapor pressure
- 0Pa at 20℃
- refractive index
- 1.4600 (estimate)
- FEMA
- 3986 | 4-HYDROXYBENZOIC ACID
- Flash point:
- 199 °C
- storage temp.
- Store below +30°C.
- solubility
- methanol: soluble5%, clear to slightly hazy, colorless to faintly yellow
- form
- Crystalline Powder
- pka
- 4.48(at 19℃)
- color
- White to ivory
- PH
- 3.3 (1g/l, H2O, 20℃)
- Odor
- at 100.00 %. phenolic nutty
- Odor Type
- phenolic
- Water Solubility
- 5 g/L (20 ºC)
- Merck
- 14,4812
- JECFA Number
- 957
- BRN
- 970950
- InChIKey
- FJKROLUGYXJWQN-UHFFFAOYSA-N
- LogP
- 0.878 at 22℃
- CAS DataBase Reference
- 99-96-7(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzoic acid, 4-hydroxy-(99-96-7)
- EPA Substance Registry System
- p-Hydroxybenzoic acid (99-96-7)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36-36/37/38
- Safety Statements
- 26-37/39-36
- WGK Germany
- 1
- RTECS
- DH1925000
- Autoignition Temperature
- >250 °C
- TSCA
- Yes
- HS Code
- 29182930
- Hazardous Substances Data
- 99-96-7(Hazardous Substances Data)
- Toxicity
- LD50 orally in Rabbit: > 5000 mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
N-Bromosuccinimide Price
- Product number
- 8.21814
- Product name
- 4-Hydroxybenzoic acid
- Purity
- for synthesis
- Packaging
- 5G
- Price
- $23.9
- Updated
- 2024/03/01
- Product number
- 8.21814
- Product name
- 4-Hydroxybenzoic acid
- Purity
- for synthesis
- Packaging
- 250G
- Price
- $30.8
- Updated
- 2024/03/01
- Product number
- 8.21814
- Product name
- 4-Hydroxybenzoic acid
- Purity
- for synthesis
- Packaging
- 1KG
- Price
- $91.5
- Updated
- 2024/03/01
- Product number
- 8.21814
- Product name
- 4-Hydroxybenzoic acid
- Purity
- for synthesis
- Packaging
- 50KG
- Price
- $2250
- Updated
- 2024/03/01
- Product number
- 240141
- Product name
- 4-Hydroxybenzoic acid
- Purity
- ReagentPlus , ≥99%
- Packaging
- 50g
- Price
- $36.6
- Updated
- 2024/03/01
4-Hydroxybenzoic acid Chemical Properties,Usage,Production
Description
4-Hydroxybenzoic acid, also known as p-hydroxybenzoic acid or PHBA, is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. It is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohol and acetone. It is isomeric with salicylic acid (2-hydroxybenzoic acid), a forerunner to aspirin, and 3-hydroxybenzoic acid. The esters of 4-hydroxybenzoic acid, also called parabens, are widely used as preservatives in cosmetics and some ophthalmic solutions.
Chemical Properties
4-Hydroxybenzoic acid is an odorless white crystalline astringent powder. In pure form, it imparts a sweetish taste at first, which quickly becomes acrid and disagreeable
Occurrence
4-Hydroxybenzoic acid is a phenolic acid that has been found in a variety of fruit peels and leaves. It can be found naturally in coconut. It is one of the main catechins metabolites found in humans after consumption of green tea infusions. It is also found in wine, in vanilla, in Macrotyloma uniflorum (horse gram), carob and in Phyllanthus acidus (Otaheite gooseberry).
Uses
4-Hydroxybenzoic acid is used as an intermediate for dyes, antiseptics and active pharmaceutical ingredients. It is also used as a food preservative, corrosion inhibitor, anti-oxidant and an emulsifier. It reacts with 6-hydroxynaphthalene-2-carboxylic acid to prepare aromatic polyester called Vectran fiber. It acts as a precursor to prepare p-hydroxyphenylbenzoate, p-acetoxybenzoyl chloride and 4,4'-dihydroxybenzophenone. Further, it is used in paint additives, coating additives, processing aids, electrical and electronic products. In addition to this, it acts as a preservative in cosmetics and some ophthalmic solutions.
Uses
p-Hydroxybenzoic acid is of significant commercial importance. The most familiar application is the use of several of its esters as preservatives, known as parabens. Also of interest is the use in liquid crystal polymer applications.
Uses
In organic. syntheses; intermediate for dyes, fungicides.
Preparation
Prepared from p-bromophenol or p-hydroxybenzaldehyde, or from saponification of methyl salicylate, a major component
of oil of wintergreen.
In 1947, H. Gilman and C. E. Arntzen at Iowa State College (Ames) reported the synthesis of 4-HBA from 4-hydroxybenzaldehyde. Several other preparation methods were developed since then. Today it is produced commercially via the Kolbe–Schmitt reaction, which originated in the mid-1800s. Potassium phenoxide and CO2 are heated under pressure; the reaction mixture is then acidified to obtain the product 4-Hydroxybenzoic acid. (Oddly, if the sodium salt is used, the product is 2-hydroxybenzoic acid, or salicylic acid.)
Org. Synth. 1934, 14, 48
DOI: 10.15227/orgsyn.014.0048
Definition
ChEBI: 4-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. It has a role as a plant metabolite and an algal metabolite. It is a conjugate acid of a 4-hydroxybenzoate.
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. It is also used as a food preservative, corrosion inhibitor, anti-oxidant and an emulsifier. It reacts with 6-hydroxynaphthalene-2-carboxylic acid to prepare aromatic polyester called Vectran fiber. It acts as a precursor to prepare p-hydroxyphenylbenzoate, p-acetoxybenzoyl chloride and 4,4′-dihydroxybenzophenone. Further, it is used in paint additives, coating additives, processing aids, electrical and electronic products. In addition to this, it acts as a preservative in cosmetics and some ophthalmic solutions.
Aroma threshold values
Detection at 5 ppm (water)
Synthesis Reference(s)
Journal of the American Chemical Society, 106, p. 174, 1984 DOI: 10.1021/ja00313a035
The Journal of Organic Chemistry, 29, p. 3459, 1964 DOI: 10.1021/jo01035a003
General Description
Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. 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.
Flammability and Explosibility
Non flammable
Purification Methods
Crystallise the hydroxyacid from water. [Beilstein 10 IV 345.]
4-Hydroxybenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Hydroxybenzoic acid manufacturers
- Product
- 4-Hydroxybenzoic acid 99-96-7
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 2000mt/year
- Release date
- 2021-08-03
- Product
- 4-Hydroxybenzoic acid 99-96-7
- Price
- US $3.00-1.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 10 tons
- Release date
- 2024-04-16
- Product
- 4-Hydroxybenzoic acid 99-96-7
- Price
- US $100.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 20tons
- Release date
- 2023-10-12