Cumene hydroperoxide

  • Cumyl hydroperoxide
  • 1-Methyl-1-phenylethyl-alpha,alpha-dimethylbenzylhydroperoxide
  • 1-Methyl-1-phenylethylhydroperoxide
  • alpha,alpha-dimethylbenzyl hydroperoxide
Formula
C9H12O2
Structure
Description
Colorless to pale-yellow liq.
Uses
Production of acetone and phenol, polymerization catalyst, particularly in the redox systems, used for rapid polymerization.

Registry Numbers and Inventories.
CAS
80-15-9
EC (EINECS/ELINCS)
201-254-7
EC Index Number
617-002-00-8
EC Class
Oxidising; Toxic; Harmful; Corrosive; Dangerous for the Environment
R 7 21/22 23 34 48/20/22 51/53
S 3/7 14 36/37/39 45 60 61
RTECS
MX2450000
RTECS class
Tumorigen; Mutagen; Primary Irritant
UN (DOT)
2116
Beilstein/Gmelin
1908117
Beilstein Reference
4-06-00-03221
RCRA
U096
Swiss Giftliste 1
G-2186
Canada DSL/NDSL
DSL
US TSCA
Listed
Austrailia AICS
Listed
New Zealand
Listed
Japan ENCS (MITI)
Listed
Korea ECL
Listed

Properties.
Formula
C9H12O2
Formula mass
152.21
Melting point, °C
44 - 45
Boiling point, °C
153
Vapor pressure, mmHg
0.05 (25 C)
Vapor density (air=1)
5
Critical temperature
332
Critical pressure
33.0
Density
1.0612 g/cm3 (20 C)
Solubility in water
15 g/L (20 C)
Refractive index
1.5246 (20 C)
pKa/pKb
12.17 (pKa)
Partition coefficient, pKow
2.63
Heat of vaporization
68.7 kJ/mol
Heat of combustion
-4708 kJ/mol

Hazards and Protection.
Storage
Store at in original packaging. Do not return product that has been taken out. store below 52 C and out of sunlight. protect against physical damage. Store at in a cool, dry, well-ventilated, unheated, well-detached noncombustible building with noncombustible floors. Isolate from other storage. Isolate particularly from accelerators, readily oxidizable, or organic, or flammable materials. Large-quantity storage should be protected by automatic deluge sprinkler system.
Handling
All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
Protection
Strongly recommended that workmen wear safety goggles, an apron, and rubber boots. Org peroxides persons handling peroxides should use safety glasses with side shields, goggles or face shield for eye protection. Emergency eyewash facilities should be provided. Gloves, aprons and other protective clothing as necessary should be used to prevent skin contact. Clothing and equipment that generate static electricity should be avoided. Smoking should be prohibited.
Respirators
Wear positive pressure self-contained breathing apparatus (SCBA).
Small spills/leaks
ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Keep combustibles (wood, paper, oil, etc.) away from spilled material. Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Keep substance wet using water spray. Stop leak if you can do it without risk. SMALL SPILLS: Take up with inert, damp, noncombustible material using clean non-sparking tools and place into loosely covered plastic containers for later disposal.
Stability
Decomposes violently when involved in a fire or when in contact with impurities.
Incompatibilities
May react explosively upon contact with reducing reagents Violent reaction occurs upon contact with copper, copper alloys, lead alloys, and mineral acids.
Decomposition
Atconcentrationsof 91 and 95%, cumene hydroperoxide decomposed violently at about 150 C. Above 125 C principal hazard is phenol formation other compounds which have been reported to be formed are 2-phenyl, 2-hydroxypropane acetophenone. When heated to decomposition, emits acrid smoke and fumes. Contaminants may catalyze decomposition at lower temperatures.

Fire.
Flash Point,°C
49
Autoignition, °C
149
Upper exp. limit, %
6.5
Lower exp. limit, %
0.9
Fire fighting
Fire Extinguishing Agents Not to Be Used: Water may be ineffective.Fire Extinguishing Agents: Foam, dry chemical, or carbon dioxide
Fire potential
Moderately flammable. The solution may take some effort to ignite; but once ignited, it burns with increasing vigor as the fire progresses. Highly combustible. Ignition and explosion may occur by mixing with readily oxidizable, organic, or combustible materials.
Hazards
May explode from heat or contamination. May ignite combustibles (wood, paper, oil, clothing, etc.).
Combustion products
Toxic phenol vapors may form from hot material.
Health
1
 
Flammability
2
 
 
Reactivity
4
 
 
Special
O

Health.
Poison_Class
2
Exposure effects
Abnormally low blood pressure and apnea have been reported with severe poisonings. Cerebral edema, cerebral gas embolism, cerebral infarction, and seizures have been reported following ingestion of concentrated (35%) solutions. Death has been reported as a result of embolic cerebrovascular injury.
   Ingestion
Serious gi complications have resulted from the ingestion of concentrated solutions and enemas with dilute peroxide solutions.
   Inhalation
Inhalation of vapors from concentrated (greater than 10%) solutions may result in severe pulmonary irritation. Interstitial lung disease and respiratory arrest have also been reported following massive exposures.
   Skin
Dermal exposure to dilute (3%) solutions generally results in a bleaching of the affected area in association with a tingling sensation and lasts 2 to 3 hours, if washed promptly after contact.
   Eyes
Pain, redness, severe deep burns.

First aid
 
   Ingestion
DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital.
   Inhalation
IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used.
   Skin
IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.
   Eyes
First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Transport.
UN number
2116
Response guide
Hazard class
5.2
USCG CHRIS Code
CMH