4-Hydroxy-4'-isopropoxydiphenylsulfone Chemical Properties

Melting point:

129 °C

Boiling point:

478.8±30.0 °C(Predicted)

Density 

1.251±0.06 g/cm3(Predicted)

vapor pressure 

0Pa at 27℃

storage temp. 

Sealed in dry,Room Temperature

solubility 

0.891 in mg/100g standard fat at 20 ℃

form 

powder to crystal

pka

7.24±0.15(Predicted)

color 

White to Almost white

Water Solubility 

19.7mg/L at 25℃

InChI

InChI=1S/C15H16O4S/c1-11(2)19-13-5-9-15(10-6-13)20(17,18)14-7-3-12(16)4-8-14/h3-11,16H,1-2H3

InChIKey

ZTILAOCGFRDHBH-UHFFFAOYSA-N

SMILES

C1(O)=CC=C(S(C2=CC=C(OC(C)C)C=C2)(=O)=O)C=C1

LogP

3.36 at 25℃

CAS DataBase Reference

95235-30-6(CAS DataBase Reference)

EPA Substance Registry System

Phenol, 4-[[4-(1-methylethoxy)phenyl]sulfonyl]- (95235-30-6)

Safety Information

Hazard Codes 

N

Risk Statements 

51/53

Safety Statements 

61

HS Code 

2930.90.2900

4-Hydroxy-4'-isopropoxydiphenylsulfone Usage And Synthesis

Uses

For color developing dyes, various types of dye such as fluoran, phthalide, lactam, triphenylmethane, spiropyran and other types of leuco dyes can be used, but usable dyes are not limited to these only. Besides, these color developing dyes can be mixed in different combinations.

Flammability and Explosibility

Not classified

Safety

4-Hydroxy-4′-isopropoxydiphenylsulfone (BPSIP), a novel alternative to BPA, is frequently detected in breast milk and the placental barrier system, suggesting that it may be transmitted from mother to offspring and increase the risk of exposure. In a study of the behavioral and neurobiological effects of early-life exposure to BPSIP (0.02, 0.1, and 0.5 mg/kg body weight/day) in mouse offspring, BPSIP exposure induced ASD-like behaviors in male and female pups, including increased anxiety-related behaviors and decreased spatial memory. A clear pattern of decreased social novelty was observed only in female offspring, accompanied by significant changes in antioxidant levels. In addition, decreased protein levels of complex IV (COX IV) in all tested populations suggest a significant impact on mitochondrial function, which may contribute to abnormal energy metabolism in autism. Changes in synaptic proteins, as evidenced by altered levels of synapsin 1 (SYN1) and postsynaptic density protein 95 (PSD95) in the cerebellum and hippocampus, support the idea of synaptic involvement. These findings suggest that BPSIP may induce sex-specific neurotoxic effects involving oxidative stress, energy production, and synaptic plasticity^[1].

Synthesis

30.3 g of bis(p-hydroxyphenyl)sulfone, 18.5 g of isopropylbromide, and 22.2 g of potassium carbonate as acid-binding agent were added to 200 ml of dimethylformamide, then stirred for 4 hours at about 120° C. and dimethylformamide was distilled off under reduced pressure. When this was accomplished, chloroform was added to the residue to extract crude 4-hydroxy-4'-isopropoxydiphenylsulfone. Then this crude compound was refined by using a silica gel column chromatography and 15.7 g of 4-hydroxy-4'-isopropoxydiphenylsulfone was obtained in white microfine crystals with a melting point of 129.0°~131.0° C.

References

[1] SHENGNAN ZHANG. Early-Life Exposure to 4-Hydroxy-4’-Isopropoxydiphenylsulfone Induces Behavioral Deficits Associated with Autism Spectrum Disorders in Mice.[J]. 环境科学与技术, 2024: 15984-15996. DOI:10.1021/acs.est.4c04760.

4-Hydroxy-4'-isopropoxydiphenylsulfone(95235-30-6)Related Product Information

• 4-Hydroxybenzoic acid
• (Trifluoromethoxy)benzene
• Titanium tetraisopropanolate
• Anisole
• Triclosan
• 4'-Hydroxyacetophenone
• 2-Anilino-6-dibutylamino-3-methylfluoran
• 4-Methoxyphenol
• CHLOROPHOSPHONAZO III
• Methylparaben
• 4-Hydroxybenzaldehyde
• 4,4'-Thiobis-phenol
• Diphenyl sulfone
• N-(5-((4-(2,4-Bis(1,1-dimethylpropyl)phenoxy)-1-oxobutyl)amino)-2-chlorophenyl)-4,4-dimethyl-3-oxo-2-(4-((4-(phenylmethoxy)phenyl)sulphonyl)phenoxy)valeramide
• Bis(4-hydroxyphenyl) Sulfone
• P-(METHYLTHIO)ISOBUTYROPHENONE
• 4-Hydroxy-4'-isopropoxydiphenylsulfone