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
- Molecular Weight:
- 138.12
- MOL File:
- 99-96-7.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/25 20:04:51
| 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 |
| pka | 4.48(at 19℃) |
| form | Crystalline Powder |
| 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
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H318-H335 | |||||||||
| Precautionary statements | P261-P271-P280-P304+P340+P312-P305+P351+P338-P403+P233 | |||||||||
| 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 | |||||||||
| Toxicity | LD50 orally in Rabbit: > 5000 mg/kg | |||||||||
| NFPA 704 |
|
4-Hydroxybenzoic acid price More Price(19)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | W398608 | 4-Hydroxybenzoic acid ≥99%, FG | 99-96-7 | 1KG | ₹6830.58 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | W398608 | 4-Hydroxybenzoic acid ≥99%, FG | 99-96-7 | 5KG | ₹20697.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | H20059 | 4-Hydroxybenzoic acid ReagentPlus?, 99% | 99-96-7 | 100G | ₹1515.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | H20059 | 4-Hydroxybenzoic acid ReagentPlus?, 99% | 99-96-7 | 500G | ₹2717.08 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1048 | 4-Hydroxybenzoic acid Pharmaceutical Secondary Standard; Certified Reference Material | 99-96-7 | 1G | ₹8465.15 | 2022-06-14 | Buy |
4-Hydroxybenzoic acid Chemical Properties,Uses,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.
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.
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.
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.
Purification Methods
Crystallise the hydroxyacid from water. [Beilstein 10 IV 345.]
4-Hydroxybenzoic acid Preparation Products And Raw materials
Raw materials
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| GLR Innovations | +91 9891111994 | New Delhi, India | 4542 | 58 | Inquiry |
| ULTIMA CHEMICALS | +91 7208029458 | Mumbai, India | 95 | 58 | Inquiry |
| OPULENT PHARMA | +91-9106692785 +91-9106692785 | Gujarat, India | 479 | 58 | Inquiry |
| Chemicea Pharmaceuticals Pvt Ltd | +91-918482849343 +91-8482849343 | Mumbai, India | 461 | 58 | Inquiry |
| Vardhaman P Golechha | 9704422000 | Telangana, India | 294 | 58 | Inquiry |
| CLEANCHEM LABORATORIES LLP | +91-9951015911 +91-9951015911 | Mumbai, India | 281 | 58 | Inquiry |
| Anant Pharmaceuticals Pvt Ltd | +91-8550986868 +91-9485998001 | Haryana, India | 461 | 58 | Inquiry |
| Evans Fine Chem | +91-9821340302 +91-9821340302 | Maharashtra, India | 286 | 58 | Inquiry |
| Cefa-Cilinas Biotics Pvt Ltd | +91-7875033155 +91-8080701561 | Maharashtra, India | 121 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| ULTIMA CHEMICALS | 58 |
| OPULENT PHARMA | 58 |
| Chemicea Pharmaceuticals Pvt Ltd | 58 |
| Vardhaman P Golechha | 58 |
| CLEANCHEM LABORATORIES LLP | 58 |
| Anant Pharmaceuticals Pvt Ltd | 58 |
| Evans Fine Chem | 58 |
| Cefa-Cilinas Biotics Pvt Ltd | 58 |
| JSK Chemicals | 58 |
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