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80-15-9

80-15-9 Structure

80-15-9 Structure
IdentificationMore
[Name]

Cumyl hydroperoxide
[CAS]

80-15-9
[Synonyms]

1-mmethyl-1-phenylethylhydroperoxide
A,A-DIMETHYLBENZYL HYDROPEROXIDE
ALPHA,ALPHA-DIMETHYLBENZYL HYDROPEROXIDE
CLEAR CATALYST(R) 11
CUMENE HYDROPEROXIDE
CUMYL HYDROPEROXIDE
Isopropylbenzene hydroperoxide
LUPEROX CU90
TRIGONOX K-80
1-Methyl-1-phenylethyl hydroperoxide
3(2h)isoxazolone,5-(aminomethyl)-
7-Cumyl hydroperoxide
7-cumylhydroperoxide
7-Hydroperoxykumen
alpha,alpha-dimethylbenzyl-hydroperoxid
alpha-Cumene hydroperoxide
alpha-cumenehydroperoxide
alpha-Cumyl hydroperoxide
alpha-cumylhydroperoxide
Aztec CHP-80
[EINECS(EC#)]

201-254-7
[Molecular Formula]

C9H12O2
[MDL Number]

MFCD00002129
[Molecular Weight]

152.19
[MOL File]

80-15-9.mol
Chemical PropertiesBack Directory
[Appearance]

Cumene hydroperoxide, an organic peroxide, is a colorless to pale yellow to green liquid. Mild odor.
[Melting point ]

-30 °C
[Boiling point ]

100-101 °C/8 mmHg (lit.)
[density ]

1.05 g/mL at 25 °C(lit.)
[vapor density ]

5.4 (vs air)
[vapor pressure ]

<0.03 mm Hg ( 20 °C)
[refractive index ]

n20/D 1.5230
[Fp ]

192 °C
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Soluble), Ethyl Acetate (Slightly), Methanol (Soluble)
[form ]

clear liquid
[pka]

pK1:12.60 (25°C)
[color ]

Colorless to Almost colorless
[PH]

>5 (20°C, 13g/L in H2O)
[Stability:]

Stable. combustible. Strong oxidizer. Incompatible with a variety of organic materials, reacting vigorously or violently with acids, reducing agents, many metals, strong alkalies. Heat sensitive, decomposing explosively.
[Water Solubility ]

Slightly soluble
[BRN ]

1908117
[Henry's Law Constant]

2.1×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
[Exposure limits]

No exposure limit is set. On the basis of its irritant properties, a ceiling limit of 2 mg/m3 (0.3 ppm) is recommended.
[InChI]

1S/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3
[InChIKey]

YQHLDYVWEZKEOX-UHFFFAOYSA-N
[SMILES]

CC(C)(OO)c1ccccc1
[LogP]

1.6 at 25℃
[Uses]

Production of acetone and phenol; polymerization catalyst, particularly in redox systems, used for rapid polymerization.
[CAS DataBase Reference]

80-15-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Hydroperoxide, 1-methyl-1-phenylethyl(80-15-9)
[EPA Substance Registry System]

80-15-9(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Corrosion (GHS05)Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS02,GHS05,GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H242-H302+H312-H304-H314-H331-H335-H373-H411
[Precautionary statements ]

P210-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338-P370+P378
[Hazard Codes ]

O,T,N
[Risk Statements ]

R7:May cause fire.
R21/22:Harmful in contact with skin and if swallowed .
R23:Toxic by inhalation.
R34:Causes burns.
R48/20/22:Harmful: danger of serious damage to health by prolonged exposure through inhalation and if swallowed .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R66:Repeated exposure may cause skin dryness or cracking.
R65:Harmful: May cause lung damage if swallowed.
R10:Flammable.
[Safety Statements ]

S14:Keep away from ... (incompatible materials to be indicated by the manufacturer) .
S3/7:Keep container tightly closed in a cool place .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S50:Do not mix with ... (to be specified by the manufacturer) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

UN 3109 5.2
[WGK Germany ]

3
[RTECS ]

MX2450000
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

5.2
[PackingGroup ]

II
[HS Code ]

29096000
[Storage Class]

5.2 - Organic peroxides and self-reacting hazardous materials
[Hazard Classifications]

Acute Tox. 3 Inhalation
Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Aquatic Chronic 2
Asp. Tox. 1
Carc. 1B
Eye Dam. 1
Org. Perox. F
Skin Corr. 1B
STOT RE 2 Inhalation
STOT SE 3
[Hazardous Substances Data]

80-15-9(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Cumene
[Preparation Products]

Acetone-->Phenol-->Propylene oxide-->Dicumyl peroxide-->1,2-Epoxybutane-->2-Phenyl-2-propanol-->2,6-di-tert-Butyl-4-(2-hydroxyethyl)phenol-->tert-Butyl cumyl peroxide-->Cumyl peroxypivalate(in solution,content≤77%)
Hazard InformationBack Directory
[General Description]

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. Hence sinks in water. Readily soluble in alcohol, acetone, esters, hydrocarbons, chlorinated hydrocarbons. Toxic by inhalation and skin absorption. Used in production of acetone and phenol, as a polymerization catalyst, in redox systems.
[Reactivity Profile]

CUMENE HYDROPEROXIDE(80-15-9) is a strong oxidizing agent. May react explosively upon contact with reducing reagents Violent reaction occurs upon contact with copper, copper alloys, lead alloys, and mineral acids. Contact with charcoal powder gives a strong exothermic reaction. Decomposes explosively with sodium iodide [Chem. Eng. News, 1990, 68(6), 2]. Can be exploded by shock or heat [Sax, 2 ed., 1965, p. 643]. May ignite organic materials.
[Air & Water Reactions]

Slightly soluble in water and oxidized in air at approximately 130°C.
[Hazard]

Toxic by inhalation and skin absorption. Strong oxidizing agent; may ignite organic materials.
[Health Hazard]

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.
[Potential Exposure]

Cumene hydroperoxide is used as polymerization initiator, curing agent for unsaturated polyester resins and cross-linking agent; as an intermediate in the process for making phenol plus acetone from cumene.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
[Shipping]

UN3109 Organic peroxide type F, liquid, Hazard Class: 5.2; Labels: 5.2-Organic peroxide, Technical Name Required.
[Incompatibilities]

The pure material is reported to explode on heating at elevated temperatures (various values given are 50°, 109, 150°C) or in strong sunlight. The substance is a strong oxidizer; reacts violently with combustible and reducing agents, causing fire and explosion hazard. Contact with metallic salts of cobalt, copper or lead alloys; mineral acids; bases; and amines may lead to violent decomposition. Vapor forms an explosive mixture with air. May accumulate static electrical charges, and may cause ignition of its vapors.
[Description]

Cumene hydroperoxide, an organic peroxide,is a colorless to pale yellow to green liquid. Mild odor.Molecular weight=152.21; Boiling point=153℃;Freezing/Melting point=2 10℃. It explodes on heating;Flash point=79℃. Its explosive limits are: LEL=0.9%;UEL=6.5%. Hazard Identification (based on NFPA-704 MRating System): Health 1, Flammability 2, Reactivity 4(Oxidizer). Slightly soluble in water.
[Chemical Properties]

colourless liquid
[Chemical Properties]

Cumene hydroperoxide, an organic peroxide, is a colorless to pale yellow to green liquid. Mild odor.
[Definition]

ChEBI: A peroxol that is cumene in which the alpha-hydrogen is replaced by a hydroperoxy group.
[Fire Hazard]

Flammable; highly reactive and oxidizing. Flash point 79°C (174.2°F); vapor density 5.2 (air= 1); autoignition temperature not reported; self-accelerating decomposition temperature 93°C (199.4°F).
When exposed to heat or flame, it may ignite and/or explode. A 91–95% concentration of cumene hydroperoxide decomposes violently at 150°C (302°F) (NFPA 1986). Duswalt and Hood (1990) reported violent decomposition when this compound mixed accidentally with a 2-propanol solution of sodium iodide.
It forms an explosive mixture with air. The explosive concentration range is not reported. Hazardous when mixed with easily oxidizable compounds. Fire-extinguishing agent: water from a sprinkler or fog nozzle from an explosion-resistant location.
[Flammability and Explosibility]

Nonflammable
[reaction suitability]

reagent type: oxidant
[storage]

Cumene hydroperoxide is stored in a cool,dry and well-ventilated area isolated fromother chemicals. It should be protectedagainst physical damage. It may be shippedin wooden boxes with inside glass or earthenwarecontainers or in 55-gallon metal drums.
[Purification Methods]

Purify the hydroperoxide by adding 100mL of 70% material slowly and with agitation to 300mL of 25% NaOH in water, keeping the temperature below 30o. The resulting crystals of the sodium salt are filtered off, washed twice with 25 mL portions of *benzene, then stirred with 100mL of *benzene for 20minutes. After filtering off the crystals and repeating the washing, they are suspended in 100mL of distilled water and the pH is adjusted to 7.5 by addition of 4M HCl. The free hydroperoxide is extracted into two 20mL portions of n-hexane, and the solvent is evaporated under vacuum at room temperature, the last traces being removed at 40-50o/1mm [Fordham & Williams Canad J Res 27B 943 1949]. Petroleum ether, but not diethyl ether, can be used instead of *benzene, and powdered solid CO2 can replace the 4M HCl. [Beilstein 6 IV 3221.] The material is potentially EXPLOSIVE.
[Toxics Screening Level]

The current ITSL for Cumene Hydroperoxide (6 μg/m3) was derived on March 17, 2006 (see attached justification memo).
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-Mmethyl-1-phenylethylhydroperoxide(80-15-9).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Cumyl hydroperoxide(80-15-9)1HNMR
Cumyl hydroperoxide(80-15-9)Raman
Cumyl hydroperoxide(80-15-9)FT-IR
Cumyl hydroperoxide(80-15-9)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Cumyl hydroperoxide, 80%(80-15-9)
[Alfa Aesar]

Cumene hydroperoxide, tech. 80%(80-15-9)
[Sigma Aldrich]

80-15-9(sigmaaldrich)
[TCI AMERICA]

Cumene Hydroperoxide  (contains ca. 20% Aromatic Hydrocarbon)(80-15-9)
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