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Usage

Uses

Used in Organic Synthesis:
2-Phenyl-2-propanol is used as a key intermediate in the synthesis of various organic compounds, such as pharmaceuticals, agrochemicals, and dyes. Its unique structure allows for a wide range of chemical reactions, making it a versatile building block in the development of new molecules.
Used in Pharmaceuticals:
In the pharmaceutical industry, 2-phenyl-2-propanol is used as a starting material for the synthesis of various drugs and drug candidates. Its ability to form a wide range of chemical bonds makes it a valuable component in the development of new medications.
Used in Agrochemicals:
2-Phenyl-2-propanol is also used in the agrochemical industry as a precursor for the synthesis of various pesticides and other agricultural chemicals. Its unique properties enable the creation of effective and targeted products for crop protection and other agricultural applications.
Used in Dyestuff:
In the dyestuff industry, 2-phenyl-2-propanol is used as a raw material for the production of various dyes and pigments. Its ability to form stable chemical bonds with other molecules allows for the creation of vibrant and long-lasting colorants for a wide range of applications.

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 1000, 1960 DOI: 10.1021/jo01076a035Tetrahedron Letters, 22, p. 2191, 1981 DOI: 10.1016/S0040-4039(01)90495-2

Flammability and Explosibility

Notclassified

InChI:InChI=1/C9H14O/c1-8(2)9(10)6-4-3-5-7-9/h3-6,8,10H,7H2,1-2H3

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 917-64-6 methyl magnesium iodide 
• 56-23-5 tetrachloromethane 
• 80-15-9 Cumene hydroperoxide 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 2085-88-3 2-methyl-2-phenyloxirane 
• 75-85-4 tert-Amyl alcohol 
• 628-92-2 Cycloheptene 
• 496-11-7 INDANE 
• 78-81-9 isobutylamine 
• 60-29-7 diethyl ether 
• 98-88-4 benzoyl chloride 
• 506-63-8 beryllium dimethyl 
• 67-63-0 isopropyl alcohol 

Downstream Products

• 874511-88-3 2,5-bis-(1-methyl-1-phenyl-ethyl)-thiophene 
• 3457-61-2 tert-butyl cumyl peroxide 
• 599-64-4 p-cumylphenol 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 934-53-2 cumenyl chloride 
• 3575-19-7 2-bromo-2-phenylpropane 
• 1889-67-4 dicumene 
• 3910-35-8 1,1,3-trimethyl-3-phenylindane 
• 80-15-9 Cumene hydroperoxide 
• 54290-22-1 α,α-dimethylbenzyl iodide 
• 52161-54-3 2,5-diphenyl-hex-2-ene 
• 101787-38-6 2-[2-(1-methyl-1-phenyl-ethyl)-phenyl]-propan-2-ol 
• 57821-73-5 boric acid tris-(1-methyl-1-phenyl-ethyl ester) 
• 103-81-1 Benzeneacetamide 

Relevant academic research and scientific papers

Low-temperature oxidation of isopropylbenzene mediated by the system of NHPI, Fe(acac)3 and 1,10-phenanthroline

Highly efficient oxidation of isopropylbenzene mediated by the system of NHPI/Fe(acac)3/Phen has been carried out at temperature as low as 60 °C. Significant improvement of catalysis by NHPI was associated with an enhanced oxidizing ability of Fe(III) tandem with Phen, which caused the intense generation of PINO. Furthermore, NMR observations revealed formation of a hydrogen-bonded NHPI-Phen adduct soluble in acetonitrile and isopropylbenzene. Based on this phenomenon, the system was applicable for the oxidation of solvent-free isopropylbenzene. The promise of the system of NHPI/Fe(acac)3/Phen for the selective synthesis of isopropylbenzene hydroperoxide was demonstrated by oxidation at a low content of Fe(acac)3.

Zeolite Effect on the Oxidation of Hydrocarbons with Irradiated TiO2 Semiconductor

The effect of an acidic zeolite on the photocatalytic oxidation of isopropylbenzene and α-methylstyrene over irradiated TiO2 leads to either an increase or a decrease in oxidation rate depending on the substrate but, in both cases, an increase in selectivity is observed.

PHOTOOXIDATION OF SOME AROMATIC SULFONIC ACIDS WITH ALKALINE HYPOCHLORITE.

Photochemical oxidation of aromatic sulfonic acids such as p-cumenesulfonic, 2-mesitylenesulfonic, 1- and 2-naphthalensulfonic acids with aqueous sodium hypochlorite has been studied. Addition of a large excess of alkali enhances the decomposition of sulfonic acids remarkably. p-Cumenesulfonic and 2-mesitylenesulfonic acids are oxidized faster than 1- and 2-naphthalenesulfonic acids. The photooxidation of sulfonic acids with an equimolar amount of hypochlorite gives intermediary oxidation products involving desulfonation to parent hydrocarbons, aromatic hydroxylation, side-chain oxidation, and ring cleavage; e. g. , p-cumenesulfonic acid gives cumene, 2- and 4-isopropylphenol and 2-phenyl-2-propanol; 1- and 2-naphthalenesulfonic acids give phthalic anhydride. Light-absorbing aromatic sulfonic acids sensitize the decomposition of hypochlorite ion leading to hydroxyl radical, which reacts mainly with ground state sulfonic acid to give radical intermediates.

Kinetic regularities of conversion of ozone complexes with arenes

The kinetic regularities of conversion of ozone complexes with several substituted benzenes (ArX = C6H5Me, C6H5Et, C6H5CHMe2, C6H5CMe3, C6H5F, C6H5Cl, m-BrC6H5Me, and C6H5CH2Cl) were studied by spectrophotometry. The rate of consumption of ArX·O3 in a CH2Cl2-ArX solution obeys the kinetic equation W = k0[ArX·O3]+k1[ArX·O 3][ArX]. The values of the rate constants k0 and k1 for the complexes studied were determined at -60÷0°C.

Aerobic oxidation of cumene catalysed by 4-Alkyloxycarbonyl-N- Hydroxyphthalimide

4-Hexyloxycarbonyl-, 4-dodecyloxycarbonyl- and 4-hexadecyloxycarbonyl-N- hydroxyphthalimides were synthesised using trimellitic anhydride chloride as the starting material. The obtained lipophilic derivatives of N-hydroxyphthalimide were applied as catalysts of the cumene oxidation reaction with oxygen performed in polar acetonitrile, in non-polar tert-butylbenzene and in the absence of a solvent. The courses of reactions catalysed by N-hydroxyphthalimide and its derivatives were compared. Versita Sp. z o.o.

Phosphonium ionic liquids as reaction media for strong bases

Phosphonium ionic liquids are compatible with strong bases; for example, solutions composed of commercially available phenylmagnesium bromide in THF are persistent in tetradecyl(trihexyl)phosphonium chloride for several hours-days: their stability appears to be couched in kinetic terms.

Characterization and Reactivity of a Tetrahedral Copper(II) Alkylperoxido Complex

A tetrahedral CuII alkylperoxido complex [CuII(TMG3tach)(OOCm)]+ (1OOCm) (TMG3tach={2,2′,2′′-[(1s,3s,5s)-cyclohexane-1,3,5-triyl]tris-(1,1,3,3-tetramethyl guanidine)}, OOCm=cumyl peroxide) is prepared and characterized by UV/Vis, cold-spray ionization mass spectroscopy (CSI-MS), resonance Raman, and EPR spectroscopic methods. Product analysis of the self-decomposition reaction of 1OOCm in acetonitrile (MeCN) indicates that the reaction involves O?O bond homolytic cleavage of the peroxide moiety with concomitant C?H bond activation of the solvent molecule. When an external substrate such as 1,4-cyclohexadiene (CHD) is added, the O?O bond homolysis leads to C?H activation of the substrate. Furthermore, the reaction of 1OOCm with 2,6-di-tert-butylphenol derivatives produces the corresponding phenoxyl radical species (ArO.) together with a CuI complex through a concerted proton-electron transfer (CPET) mechanism. Details of the reaction mechanisms are explored by DFT calculations.

Solvent-dependent catalytic behavior of telluride-containing guest artificial glutathione peroxidase using cumene hydroperoxide and 3-carboxyl-4-nitrobenzenethiol as substrates

To reveal the solvent-dependent catalytic behaviour of a hydrophobic telluride-containing guest artificial glutathione peroxidase (ADA-Te-OH), the catalytic rates were investigated using cumene hydroperoxide and 4-nitrobenzenethiol as substrates. Herein, ethanol, DMSO, DMF and CH3CN were selected as the co-solvents in the determination of catalytic rates. Significantly, the typical solvent-dependent catalytic behaviour of ADA-Te-OH was observed. Especially, the higher catalytic rate was observed when polar protic solvent (ethanol) was used compared with other co-solvents. It suggested that polar protic solvent was the appropriate co-solvent for the assay of catalytic activity of hydrophobic artificial glutathione peroxidase. This study well for the understanding of the catalytic behaviour of hydrophobic guest artificial glutathione peroxidase.

Kinetic Studies on the Cobalt(II) Naphthenate Catalyzed Decomposition of "Cumene Hydroperoxide" in Benzene

The cobalt(II) naphthenate catalyzed decomposition of cumene hydroperoxide (CHP) gave a mixture of α-cumyl alcohol, acetophenone and di-α-cumyl peroxide in benzene at 25 deg C.All experimentally observed time courses of disappearing CHP and an increasing of three products compared well with theoretical values.

Autooxidation of hydrocarbons with oxygen in ionic liquids as solvents

The results of hydrocarbons autooxidation process carried out using several ionic liquids (IL) as solvents are demonstrated. Test studies to check the influence of ILs on this process showed that most ILs can accelerate the initiation rate of autooxidation. The results could be very useful for choosing an IL not only for autooxidation processes but also for catalytic oxidation systems.