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4-Hydroxybenzoic acid

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4-Hydroxybenzoic acid Basic information

Product Name:
4-Hydroxybenzoic acid
Synonyms:
  • 4-hydroxy-benzoicaci
  • acidop-idrossibenzoico
  • Benzoic acid, p-hydroxy-
  • benzoicacid,4-hydroxy
  • Benzoicacid,4-hydroxy-
  • Hydroxybenzoic acid, para
  • Kyselina 4-hydroxybenzoova
  • kyselina4-hydroxybenzoova
CAS:
99-96-7
MF:
C7H6O3
MW:
138.12
EINECS:
202-804-9
Product Categories:
  • Building Blocks
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  • Hypericum perforatum (St John&#8242
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  • s wort)
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  • Zingiber officinale (Ginger)
  • alcohol| carboxylic acid
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  • p-Hydroxybenzoi
  • 1
Mol File:
99-96-7.mol
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4-Hydroxybenzoic acid Chemical Properties

Melting point:
213-217 °C (lit.)
Boiling point:
213.5°C (rough estimate)
Density 
1,46 g/cm3
FEMA 
3986 | 4-HYDROXYBENZOIC ACID
refractive index 
1.4600 (estimate)
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℃)
Water Solubility 
5 g/L (20 ºC)
JECFA Number
957
Merck 
14,4812
BRN 
970950
InChIKey
FJKROLUGYXJWQN-UHFFFAOYSA-N
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)
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Safety Information

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

MSDS

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4-Hydroxybenzoic acid Usage And Synthesis

Chemical Properties

WHITE TO BEIGE CRYSTALLINE POWDER

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

Reportedly present in apple juice, black currant, cheese, beer, grape brandy, rum, sherry, wines, cocoa, peanut, soybean and wort.

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

Acetylsalicylic Acid Impurity A

Uses

In organic. syntheses; intermediate for dyes, fungicides.

Definition

ChEBI: A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring.

Preparation

Prepared from p-bromophenol or p-hydroxybenzaldehyde, or from saponification of methyl salicylate, a major component of oil of wintergreen.

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

Purification Methods

Crystallise the hydroxyacid from water. [Beilstein 10 IV 345.]

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