4-Isopropenylphenol Chemical Properties

Melting point:

85℃

Boiling point:

136-137℃ (20 Torr)

Density 

1.003±0.06 g/cm3 (20 ºC 760 Torr)

Flash point:

97.7±8.4℃

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)

pka

9.80±0.15(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Light Sensitive, Temperature Sensitive

InChI

InChI=1S/C9H10O/c1-7(2)8-3-5-9(10)6-4-8/h3-6,10H,1H2,2H3

InChIKey

JAGRUUPXPPLSRX-UHFFFAOYSA-N

SMILES

C1(O)=CC=C(C(C)=C)C=C1

Safety Information

HazardClass 

IRRITANT

HS Code 

2907199090

4-Isopropenylphenol Usage And Synthesis

Chemical Properties

4-Isopropylphenol is a white crystalline solid at room temperature and pressure, poor solubility in water but soluble in chloroform, ethyl acetate and alcohol organic solvents, has strong acidity, can react with common electrophilic reagents.

Uses

4-Isopropenylphenol is an intermediate in the synthesis of 3,5-Dichlorobisphenol A (D433555), a monomer used for policarbonate and epoxy resins; exhibits estrogenic activity.

Synthesis

4-Isopropenylphenol (p-isopropenylphenol, IPP) can be synthesised via the pyrolysis of bisphenol A with high temperature liquid water (HTW) as the reaction medium using 200–350°C, without catalysis or oligomerisation. Herein, IPP and phenol constitute the primary products of bisphenol A pyrolysis, whilst acetone represents the secondary product of IPP hydrolysis^[1].

References

[1] HUNTER S E, FELCZAK C A, SAVAGE P E. Synthesis of p-isopropenylphenol in high-temperature water[J]. Green Chemistry, 2004, 4: 222-226. DOI:10.1039/B313509H.

4-Isopropenylphenol(4286-23-1)Related Product Information

• 3-ISOPROPYLPHENOL
• Cumene
• 4-Hydroxystyrene
• 4-Hexylresorcinol