Names | |
---|---|
Preferred IUPAC name
4-(Prop-1-en-2-yl)phenol | |
Other names
p-Isopropenylphenol
| |
Identifiers | |
3D model (
JSmol)
|
|
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C9H10O | |
Molar mass | 134.178 g·mol−1 |
Appearance | white solid |
Melting point | 83 °C (181 °F; 356 K) |
Hazards | |
GHS labelling: | |
Warning | |
H302, H371 | |
P260, P264, P270, P301+P317, P308+P316, P330, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
4-Isopropenylphenol is an organic compound with the formula CH2=(CH3)CC6H4OH. The molecule consists of a 2-propenyl group (CH2=C-CH3) affixed to the 4 position of phenol. The compound is an intermediate in the production of bisphenol A (BPA), 2.7 Mkg/y of which are produced annually (2007). It is also generated by the recycling of o,p-BPA, a byproduct of the production of the p,p-isomer of BPA. [1]
The high-temperature hydrolysis of BPA gives the title compound together with phenol: [2]
The compound can also be produced by catalytic dehydrogenation of 4-isopropylphenol. [3]
4-Isopropenylphenol undergoes O-protonation by sulfuric acid, giving the carbocation, which undergoes a variety of dimerization reactions. [4]
Names | |
---|---|
Preferred IUPAC name
4-(Prop-1-en-2-yl)phenol | |
Other names
p-Isopropenylphenol
| |
Identifiers | |
3D model (
JSmol)
|
|
ChEMBL | |
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C9H10O | |
Molar mass | 134.178 g·mol−1 |
Appearance | white solid |
Melting point | 83 °C (181 °F; 356 K) |
Hazards | |
GHS labelling: | |
Warning | |
H302, H371 | |
P260, P264, P270, P301+P317, P308+P316, P330, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
4-Isopropenylphenol is an organic compound with the formula CH2=(CH3)CC6H4OH. The molecule consists of a 2-propenyl group (CH2=C-CH3) affixed to the 4 position of phenol. The compound is an intermediate in the production of bisphenol A (BPA), 2.7 Mkg/y of which are produced annually (2007). It is also generated by the recycling of o,p-BPA, a byproduct of the production of the p,p-isomer of BPA. [1]
The high-temperature hydrolysis of BPA gives the title compound together with phenol: [2]
The compound can also be produced by catalytic dehydrogenation of 4-isopropylphenol. [3]
4-Isopropenylphenol undergoes O-protonation by sulfuric acid, giving the carbocation, which undergoes a variety of dimerization reactions. [4]