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 cumene hydroperoxide in chemistry?
Cumene hydroperoxide is a peroxol that is cumene in which the alpha-hydrogen is replaced by a hydroperoxy group. It has a role as an oxidising agent, an environmental contaminant and a Mycoplasma genitalium metabolite. It derives from a hydride of a 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.
How is cumene produced?
Cumene is produced from the distillation of coal tar and petroleum fractions or by the alkylation of benzene with propene using an acidic catalyst. It is used almost exclusively to produce phenol and acetone. Cumene occurs naturally in crude oil, and is found in the environment in plants and foodstuff.
How is cumene hydroperoxide made?
Cumene (isopropylbenzene), required for the Hock process, is produced25 by alkylation of benzene with propylene over a solid phosphoric acid catalyst (UOP-process). Cumene is oxidized with oxygen in air in the liquid phase to cumene hydroperoxide (CHP).
How is cumene hydroperoxide manufactured?
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. Dehydrating and hydrogenating cumyl alcohol recycles the cumene.
What products contain cumene?
Cumene can be found in crude oil and is a part of processed high-octane gasoline. Cumene is used as thinner for paints, lacquers and enamels. It is also used in the manufacture of other chemicals commonly found in home cleaning products.
What is the chemical name of cumene?
isopropylbenzene
Cumene (isopropylbenzene) is an organic compound that is based on an aromatic hydrocarbon with an aliphatic substitution. It is a constituent of crude oil and refined fuels….Cumene.
| Names | |
|---|---|
| Preferred IUPAC name (Propan-2-yl)benzene | |
| Other names Isopropylbenzene Cumol (1-Methylethyl)benzene | |
| Identifiers | |
| CAS Number | 98-82-8 |
Which catalyst is used in cumene process?
Cumene (isopropylbenzene) is presently produced from benzene and propylene using either solid phosphoric acid or anhydrous aluminium chloride or zeolite as catalyst.
Who discovered cumene?
It was invented by Heinrich Hock in 1944 and independently by R. Ūdris and P. Sergeyev in 1942 (USSR). This process converts two relatively cheap starting materials, benzene and propylene, into two more valuable ones, phenol and acetone.
Is cumene hazardous?
* Exposure can cause headache, dizziness, poor coordination and even passing out. * Cumene Hydroperoxide may cause a skin allergy. If allergy develops, very low future exposure can cause itching and a skin rash. * Cumene Hydroperoxide is a HIGHLY REACTIVE CHEMICAL and a DANGEROUS EXPLOSION HAZARD.
Where can cumene be found?
crude oil
Cumene can be found in crude oil, refined fuels, and is a part of processed high-octane gasoline.
How do you make hydroperoxide from cumene?
Cumene hydroperoxide is obtained by oxidizing cumene with air, usually in a cascade of stirred-tank reactors or bubble columns at temperatures in the range of 100-140 deg C and a pressure of 6-7 bar and usually with small amounts of a buffer to prevent acids from building up.
What are the side effects of cumene hydrogen oxide?
Inhalation of vapor causes headache and burning throat. Liquid causes severe irritation of eyes; on skin, causes burning, throbbing sensation, irritation, and blisters. Ingestion causes irritation of mouth and stomach. CUMENE HYDROPEROXIDE is a strong oxidizing agent.
Cumene is an alkylbenzene that is benzene carrying an isopropyl group. Cumene is used in a variety of petroleum products. Acute (short-term) inhalation exposure to cumene may cause headaches, dizziness, drowsiness, slight incoordination, and unconsciousness in humans.
What is the boiling point of cumene hydroperoxide?
Cumene hydroperoxide is a colorless to light yellow liquid with a sharp, irritating odor. Flash point 175°F. Boils at 153°C and at 100°C at the reduced pressure of 8 mm Hg. Slightly soluble in water and denser than water.