4-Hydroxybenzenesulfonic acid Chemical Properties

Melting point:

52 °C

Boiling point:

275.14°C (rough estimate)

Density 

1.337 g/mL at 25 °C

vapor pressure 

69.8Pa at 20℃

refractive index 

n20/D 1.489

solubility 

Water (Slightly)

form 

Liquid

pka

9.11(at 25℃)

Specific Gravity

1.337

color 

White to Light yellow to Light red

Water Solubility 

Soluble in water.

Merck 

14,7246

BRN 

1869034

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents.

InChIKey

FEPBITJSIHRMRT-UHFFFAOYSA-N

LogP

0.41 at 25℃

CAS DataBase Reference

98-67-9(CAS DataBase Reference)

NIST Chemistry Reference

Benzenesulfonic acid, 4-hydroxy-(98-67-9)

EPA Substance Registry System

p-Phenolsulfonic acid (98-67-9)

Safety Information

Hazard Codes 

C

Risk Statements 

34-68

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2586 8/PG 3

WGK Germany 

-

RTECS 

DB6970000

TSCA 

Yes

HazardClass 

8

PackingGroup 

III

HS Code 

29089990

Hazardous Substances Data

98-67-9(Hazardous Substances Data)

MSDS

• Language:English Provider:SigmaAldrich

4-Hydroxybenzenesulfonic acid Usage And Synthesis

Description

4-hydroxybenzenesulfonic acid is an arenesulfonic acid that is phenol substituted by a sulfo group at C-4. It is functionally related to a phenol. Results obtained in a comparative study using the disulfide-bridge containing peptide deaminoarginine-vasopressin and several commonly used matrices indicate that the reduction-inhibiting efficiency of 4-hydroxy benzene sulfonic acid is comparable to that of 3-nitrobenzyl alcohol while reduction is found to be important in matrices such as thioglycerol and glycerol. Experiments conducted on peptides such as met-enkephalin and bradykinin, nucleosides and other polar compounds reveal that 4-hydroxybenzenesulfonic acid is a good solvent and has physical properties similar to glycerol. This new matrix material is a radical scavenger, is surface active, allows persistent secondary-ion beams, and produces a low background signal[1].

Chemical Properties

yellowish oily liquid

Uses

4-Hydroxybenzenesulfonic Acid is used as a redox-mediator in the laccase-catalyzed degradation of indigo, a textile dye. Also used in oilfield chemicals, metal working, and as a polymerization catalyst.

Definition

ChEBI: An arenesulfonic acid that is phenol substituted by a sulfo group at C-4.

Production Methods

The synthesis of 4-Hydroxybenzenesulfonic acid is as follows：Phenol (25 kg) and 96% sulfuricacid(28 kg) are heated to 50 ℃; then1.25 kg additional sulfuric acid is added and the reaction mixture is heated at 110 ℃ for 5 – 6 h. Reaction water, together with about 5% of the phenol, is distilled off during this period. Yield 95%.

Application

Crude 4-hydroxybenzenesulfonic acid obtained by hot sulfonation, i.e., mixed with 2- hydroxybenzenesulfonic acid, is used as such in the manufacture of synthetic tanning agents. Condensation products of phenolsulfonic acid mixtures with formaldehyde improve the dyeing properties of polyamide fibers. 4-Hydroxybenzenesulfonic acid and 2-halogenomalonic esters form the corresponding ethers, which are used in the manufacture of polyesters with improved affinity for basic dyes. If a mixture of hydroxybenzenesulfonic acids and bis(hydroxyphenyl) sulfone is condensed with formaldehyde, and hydrogensulfite is subsequently added, substances with good dispersing effects on dyes are obtained. They also are used as thinning agents for cement. Most of the 4-hydroxybenzenesulfonic acid is used as an additive for electroplating baths. By comparison, the acid is relatively unimportant as a dye intermediate. With ethylene oxide it forms poly(ethoxy)oxybenzenesulfonic acid, which can be used as a plasticizer and emulsifier.

Flammability and Explosibility

Non flammable

References

[1] J. Visentini, Michel J. Bertrand, P. M. Nguyen. “The use of 4-hydroxybenzenesulfonic acid as a reduction-inhibiting matrix in liquid secondary-ion mass spectrometry.” Rapid Communications in Mass Spectrometry 5 12 (1991): 586–590.

4-Hydroxybenzenesulfonic acid(98-67-9)Related Product Information

• 4-Amino-benzenesulfonic acid monosodium salt
• p-Toluenesulfonic acid
• Phenol
• Phenol Red
• Amlodipine Besylate
• Benzenesulfonic acid
• Dodecylbenzenesulphonic acid
• 4-Aminophenol
• Sulfanilic acid
• Nonylphenol
• (S)-Amlodipine
• Sodium 4-hydroxybenzenesulfonate
• Calcium dobesilate
• PHENOLSULFONIC ACID
• ACID ALIZARIN VIOLET N
• C.I. 14720
• 5-SULFO-4'-DIETHYLAMINO-2,2'-DIHYDROXYAZOBENZENE
• ZINCON