4-Isopropylphenol

p-Isopropylphenol
Names
	Other names p-Isopropylphenol
Identifiers
CAS Number	99-89-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:167172;
ChEMBL	ChEMBL29966;
ChemSpider	7185;
ECHA InfoCard	100.002.544
EC Number	202-798-8;
PubChem CID	7465;
UNII	9F59JOO816;
CompTox Dashboard (EPA)	DTXSID5042299 ;
	InChI InChI=1S/C9H12O/c1-7(2)8-3-5-9(10)6-4-8/h3-7,10H,1-2H3 Key: YQUQWHNMBPIWGK-UHFFFAOYSA-N;
	SMILES CC(C)C1=CC=C(C=C1)O;
Properties
Chemical formula	C9H12O
Molar mass	136.194 g·mol−1
Appearance	white solid
Melting point	62 °C (144 °F; 335 K)
Boiling point	230 °C (446 °F; 503 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H312, H314, H332
Precautionary statements	P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-Isopropylphenol is an organic compound with the formula (CH₃)₂CHC₆H₄OH. The molecule consists of an isopropyl group affixed to the para (p-) position of phenol. The compound, a white solid, is produced by the alkylation of phenol with propylene and is relevant to the production of the commodity chemical bisphenol A (BPA). The preparation of isopropylphenols by alkylation of phenol and various cresols with propylene has been well developed. Depending on the catalysts and conditions, products can include, aside from 4-isopropylphenol, 2-isopropylphenol, 2,6-diisopropylphenol, and 2,4,6-2-triisopropylphenol.^[2]

The compound undergoes catalytic dehydrogenation to give p-isopropenylphenol.^[3]

References

^ "4-Isopropylphenol". pubchem.ncbi.nlm.nih.gov.
^ Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef; Garbe, Dorothea; Paulus, Wilfried (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 3527306730.
^ Corson, B. B.; Heintzelman, W. J.; Schwartzman, L. H.; Tiefenthal, H. E.; Lokken, R. J.; Nickels, J. E.; Atwood, G. R.; Pavlik, F. J. (1958). "Preparation of Vinylphenols and Isopropenylphenols". The Journal of Organic Chemistry. 23 (4): 544–549. doi:10.1021/jo01098a012.

[1] "4-Isopropylphenol". pubchem.ncbi.nlm.nih.gov.

[2] Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef; Garbe, Dorothea; Paulus, Wilfried (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 3527306730.

[3] Corson, B. B.; Heintzelman, W. J.; Schwartzman, L. H.; Tiefenthal, H. E.; Lokken, R. J.; Nickels, J. E.; Atwood, G. R.; Pavlik, F. J. (1958). "Preparation of Vinylphenols and Isopropenylphenols". The Journal of Organic Chemistry. 23 (4): 544–549. doi:10.1021/jo01098a012.

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