Cumene hydroperoxide

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Structural formula
Structure of cumene hydroperoxide
General
Surname Cumene hydroperoxide
other names
  • CUHP
  • α, α-dimethylbenzyl hydroperoxide
Molecular formula C 9 H 12 O 2
Brief description

colorless flammable liquid with an aromatic odor

External identifiers / databases
CAS number 80-15-9
EC number 201-254-7
ECHA InfoCard 100.001.141
PubChem 6629
Wikidata Q414439
properties
Molar mass 152.19 g mol −1
Physical state

liquid

density

1.03 g cm −3 (80% solution in cumene)

Melting point

44-45 ° C

boiling point

100–101 ° C (11 hPa), from 80 ° C onwards decomposition begins

Vapor pressure

13 Pa (53 ° C)

solubility
  • little in water
  • easily in ethanol and acetone
Refractive index

1.5242 (20 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
02 - Highly / extremely flammable 06 - Toxic or very toxic 08 - Dangerous to health
05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 242-302 + 312-331-314-373-411
P: 210-273-280-301 + 310-302 + 352-304 + 340-305 + 351 + 338-309 + 310
Toxicological data

382 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Cumene hydroperoxide is an organic compound from the group of hydroperoxides , which is derived from cumene . It is a colorless to yellowish liquid with a slightly aromatic odor.

properties

Cumene hydroperoxide has a viscosity of 12 mPa · s at 20 ° C. Cumene hydroperoxide vapors are five times as heavy as air.

use

Cumene hydroperoxide occurs as an intermediate product in the synthesis of organic compounds (e.g. in acetone or phenol synthesis using the cumene hydroperoxide process ).

In plastics production, it serves as a starter or activator for the hardening of some resins that polymerize via a radical chain mechanism.

safety instructions

Cumene hydroperoxide decomposes slowly even at room temperature . At higher temperatures, the rate of disintegration increases (from 80 ° C) up to explosion (from 109 ° C).

Individual evidence

  1. a b c d e f g Entry on cumene hydroperoxide in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. a b c Entry on cumene hydroperoxide. In: Römpp Online . Georg Thieme Verlag, accessed on September 30, 2014.
  3. Entry on cumene hydroperoxide in the Hazardous Substances Data Bank , accessed on November 18, 2014.
  4. Entry on α, α-dimethylbenzyl hydroperoxide in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. Data sheet cumene hydroperoxide (PDF) from Carl Roth , accessed on February 13, 2010.
  6. ^ Brockhaus ABC Chemie , VEB FA Brockhaus Verlag, Leipzig 1965, p. 753.