What is cumene hydroperoxide used for?

Cumene hydroperoxide (CHP) is a high production volume chemical that is used to generate phenol and acetone. Dermal exposure to CHP was hypothesized to result in systemic tissue toxicity, production of free radicals, and consequent decrease in plasma antioxidant levels.

What is formula of cumene hydroperoxide?

C9H12O2
Cumene hydroperoxide/Formula

What happens when cumene hydroperoxide?

Applications. Cumene hydroperoxide is an intermediate in the cumene process for producing phenol and acetone from benzene and propene. Cumene hydroperoxide is a free radical initiator for production of acrylates. Dehydrating and hydrogenating cumyl alcohol recycles the cumene.

What is cumene hydroperoxide rearrangement?

Cumene hydroperoxide is then hydrolysed in an acidic medium (the Hock rearrangement) to give phenol and acetone. As shown below, the resulting carbocation is then attacked by water, a proton is then transferred from the hydroxy oxygen to the ether oxygen, and finally the ion falls apart into phenol and acetone.

What is the common name of cumene?

isopropylbenzene
Cumene, also known as isopropylbenzene, 2-phenylpropane, or (1-methylethyl) benzene, is a colorless, volatile liquid with a gasoline-like odor. It is a natural component of coal tar and crude oil, and also can be used as a blending component in gasoline.

How do you make cumene?

Cumene (isopropyl benzene) is produced by reacting propylene and benzene over an acid catalyst. Cumene may be used to increase the octane in gasoline, but its primary use is as a feedstock for manufacturing phenol and acetone. The plant where you are employed has been buying cumene to produce phenol.

What happens when cumene hydroperoxide is treated with dilute h2so4?

The product cumene hydroperoxide is heated with dilute sulphuric acid. It decomposes to phenol and by product acetone.

Why is isopropylbenzene called cumene?

Cumene is a common name for isopropylbenzene, an organic compound. Cumene is a volatile colorless liquid at room temperature with a characteristic sharp, penetrating, aromatic odor. It is insoluble in water but is soluble in alcohol and many other organic solvents. Cumene is a high production volume chemical.

Is phenol an organic solvent?

Phenol (also called carbolic acid) is an aromatic organic compound with the molecular formula C6H5OH. It is a white crystalline solid that is volatile. The molecule consists of a phenyl group (−C6H5) bonded to a hydroxy group (−OH)….Phenol.

Is cumene a carcinogen?

Cumene is a skin and eye irritant. No information is available on the chronic (long-term), reproductive, developmental, or carcinogenic effects of cumene in humans. Animal studies have reported increased liver, kidney, and adrenal weights from inhalation exposure to cumene.

Why is phenol stronger acid than alcohol?

Phenols are stronger acids than alcohols, but they are still quite weak acids. Phenol is more acidic than cyclohexanol and acyclic alcohols because the phenoxide ion is more stable than the alkoxide ion. In an alkoxide ion, such as the one derived from cyclohexanol, the negative charge is localized at the oxygen atom.

How is cumene used as an organic peroxide?

Cumene hydroperoxide is involved as an organic peroxide in the manufacturing of propylene oxide by the oxidation of propylene. This technology was commercialized by Sumitomo Chemical. Oxidation of cumene affords cumene hydroperoxide.

Which is the best use for cumene hydroperoxide?

One of the key uses for the material is as a free radical initiator for acrylate and methacrylate monomers, and polyester resins. Cumene hydroperoxide is involved as an organic peroxide in the manufacturing of propylene oxide by the oxidation of propylene. This technology was commercialized by Sumitomo Chemical.

Where was cumene hydroperoxide found in Hurricane Harvey?

Cumene hydroperoxide is believed to be one of the chemicals of concern at the Arkema facility in Crosby, Texas in the aftermath of Hurricane Harvey. University, Safety Officer in Physical Chemistry at Oxford (2005).

How is 2-naphthol produced in the cumene process?

2-Naphthol can also be produced by a method analogous to the cumene process. A route to phenol analogous to the cumene process begins with cyclohexylbenzene, which is oxidized to a hydroperoxide. Via the Hock rearrangement, cyclohexylbenzene hydroperoxide cleaves to give phenol and cyclohexanone.