Methyl ethyl ketone peroxide
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Methyl ethyl ketone peroxide
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CAS No:
1338-23-4
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Chemical Name:
Methyl ethyl ketone peroxide
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Synonyms:
2-Butanone,peroxide;Methyl ethyl ketone peroxide;Ethyl methyl ketone peroxide;Lucidol Delta X;Methyl ethyl ketone hydroperoxide;Permek N;Butanox M 50;Ketonox;Lupersol DSW;Lupersol DNF;Lupersol DDM;Hi-Point 180;Lupersol Delta X;Lupersol DDA 30;Butanox M 105;Butanox LPT;FR 222;Chaloxyd MEKP-HA 1;Chaloxyd MEKP-LA 1;MEK peroxide;Kayamek A;Lupersol Delta X 9;Permek G;Lupersol DDM 9;Mepox;Kayamek M;Lucidol DDM 9;MEKPO;Lupersol DHD 9;Superox 46-710;Permek H;Delta X 9;Diprometil LA 50R;Mepox 55;Hi-Point 90;Cat-M;MEKP-NA 1;DDM 9;Butanox M 60;MEKP 9;Luperox K 1;Peroximon K 4;Superox 46-747;Luperox K 12;Luperox K 18;Peroximon 41;Norox MEKP 925H;ME 50L;Butanox LA;Butanox 50;Norpol Peroxide 11;Norox 925H;Andonox KP 9;Norox MEKP 925;Andonox Pulcat Super;Andonox MEC;Andonox MCP 75;Andonox CHM 50;Benox B 50;EPerox P;MEKP-M 60;MEKP-WA 50;Luperox DDM 9;Superox 46-702;M 50;808A;Akzo M 50;Trigonox V 388;V 388;Trigonox V 328;V 328;MEKP 925H;Butanox V 388;Cadox M 50a;Peroxan ME 50L;MEKP-NR 20;Peroxan ME 60L;Akperox A 60;Butanox M 50A;Permek S;Metox 50;Cadox 50;F 534B;Unicat 1000;Akperox A 50;KP 100;Curox M 102;TY-D;Norox KP 925H;Promox P 211TX;Jiaying M 90;M 90;Permec D 45;MEKP-LA 3;Mepoxe;9042-65-3;37228-09-4;37332-21-1;37364-68-4;39386-16-8;50927-89-4;99676-02-5;1175509-65-5;1403779-89-4;2199458-55-2
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CAS No:
Description
Colorless liquid with a characteristic odor. [Note: Explosive decomposition occurs at 230°F.]
Methyl ethyl ketone peroxide is a colorless liquid. Strong irritant to skin and tissue. Used as an initiator for room temperature cure of unsaturated polyester resins.|Liquid|COLOURLESS LIQUID WITH PUNGENT ODOUR.|Colorless liquid with a characteristic odor.|Colorless liquid with a characteristic odor. [Note: Explosive decomposition occurs at 230°F.]
Methyl ethyl ketone peroxide is a colorless liquid. Strong irritant to skin and tissue. Used as an initiator for room temperature cure of unsaturated polyester resins.
Methyl ethyl ketone peroxide Basic Attributes
210.225
210.110336
215-661-2
W2545087UL
1028
3105|3101
DTXSID1024671
Colorless liquid|Colorless liquid [Note: Explosive decomposition occurs at 230 degrees F].
2909600000
Characteristics
77.38000
3.65
Methyl ethyl ketone peroxide is a colorless liquid. Strong irritant to skin and tissue. Used as an initiator for room temperature cure of unsaturated polyester resins.
1.2±0.1 g/cm3
<25 °C
19 °C
138.2±23.7 °C
1.454
Soluble
2-8ºC
less than 0.01 mm Hg at 68° F Component 2 (83.33%: LACTOSE) (NTP, 1992)
Component 2 (83.33%: LACTOSE): 6.69 (NTP, 1992) (Relative to Air)
Combustible Liquid
... Shock sensitive peroxide precipitates can be formed if contaminated with acetone ... .
Typical odor-resembles that of acetone.
Strong oxidizing agent|Has a 10 hour half-life at 105 °C|Molecular weights for the monomer, dimers, and trimers are 122.12, 210.22, and 298.34, respectively
No rapid reaction with air. No rapid reaction with water.
Peroxides, Organic
Explosive
METHYL ETHYL KETONE PEROXIDE is a strong oxidizing agent. May be ignited by heat, sparks or flame and undergoes self-accelerating decomposition. Explosive decomposition occurs at 230° F. Sensitive to sunlight. Ignition and/or explosion may occur if mixed with readily oxidizable materials. Reacts with combustible materials such as wood, cloth or organic materials, with chlorine, and with metals (iron, copper and their alloys and aluminum and its alloys). Incompatible with strong oxidizing agents, strong reducing agents, natural rubbers, synthetic rubbers and chemical accelerators. Incompatible with heavy metals, acids and bases.
1032 °F Component 2 (83.33%: LACTOSE) (NTP, 1992)
Combustible Liquid
Safety Information
II
5.2
UN 3105 5.2
1
R7;R22;R34
S17-S26-S36/37/39-S45-S14-S53-S3/7-S47-S7
EL9450000
O:Oxidizingagent;C:Corrosive;
Store only if stabilized. Well closed. See Chemical Dangers.
UNSTABLE AGENT WHICH LIKE HYDROGEN PEROXIDE RELEASES OXYGEN.
P220-P280-P305 + P351 + P338-P310-P410-P411 + P235
H242-H314
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U160, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|A good candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. A good candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.
Vigorous decomp can be stimulated by even trace amt of a wide variety of contaminants, such as strong acids, bases, metals, metal alloys and salts, sulfur cmpd, amines, accelerators or reducing agents. This is particularly true of methyl ethyl ketone and benzoyl peroxides, which are intentionally stimulated to decomp @ room temp using small amt of accelerators.|Organic materials, heat, flames, sunlight, trace contaminants [Note: A strong oxidizing agent. Pure MEKP is shock sensitive. Commercial product is diluted with 40% dimethyl phthalate, cyclohexane peroxide, or daily phthalate to reduce sensitivity shock].
Anon; Scientific Basis for Swedish Occupational Standards. VI, Arbetarskyddsstyrelsen, Publikationsservice, 171 84 Solna, Sweden, 133p (1985). ... Compilation of consensus reports on the physical, chemical and toxicological properties and methods of determination of potentially hazardous substances.|DHHS/NTP; NTP Technical Report on Toxicity Studies of Methyl Ethyl Ketone Peroxide in Dimethyl Phthalate Administered Topically to F344/N Rats and B6C3F1 Mice NTP TOX 18 (1993) NIH Pub No. 93-3341
Behavior in Fire: Explosive. (USCG, 1999)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Risk of fire and explosion on contact with acids, bases or reducing agents.|Flammable - 2nd degree, Reactive - 4th degree
|Danger|H242 (96.68%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]|P210, P220, P234, P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P370+P378, P403+P235, P405, P411, P420, and P501|Aggregated GHS information provided by 272 companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H242 (100%): Heating may cause a fire [Danger Self-reactive substances and mixtures; Organic peroxides]|P210, P220, P234, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P370+P378, P403+P235, P405, P411, P420, and P501|Aggregated GHS information provided by 7 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P261, P264, P270, P271, P280, P281, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P312, P321, P322, P330, P363, P403+P233, P405, and P501|H227: Combustible liquid [Warning Flammable liquids]|P210, P220, P234, P260, P261, P264, P270, P271, P273, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P307+P311, P310, P312, P320, P321, P330, P332+P313, P362, P370+P378, P370+P380+P375, P403+P233, P403+P235, P405, P411, P420, and P501|H241: Heating may cause a fire or explosion [Danger Self-reactive substances and mixtures; Organic peroxides]|P210, P220, P234, P260, P264, P270, P271, P280, P284, P301+P312, P302+P352, P304+P340, P305+P351+P338, P307+P311, P310, P312, P314, P320, P321, P330, P332+P313, P362, P370+P378, P370+P380+P375, P403+P233, P403+P235, P405, P411, P420, and P501
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. LARGE SPILL: Consider initial evacuation for at least 250 meters (800 feet) in all directions. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 145 [Organic Peroxides (Heat and Contamination Sensitive)]: 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 SPILL: Pick up with inert, damp, non-combustible material using clean, non-sparking tools and place into loosely covered plastic containers for later disposal. LARGE SPILL: Wet down with water and dike for later disposal. Prevent entry into waterways, sewers, basements or confined areas. DO NOT CLEAN-UP OR DISPOSE OF, EXCEPT UNDER SUPERVISION OF A SPECIALIST. (ERG, 2016)
Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. Provide: Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection. Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|PROTECTIVE EQUIPMENT ... COMPRISES SAFETY GOGGLES, APRONS OF NON-INFLAMMABLE MATERIAL OR RUBBER (& NOT PLASTIC, WHICH MAY PRODUCE STATIC ELECTRICITY). RUBBER BOOTS SHOULD BE WORN OVER LEATHER FOOTWEAR. ALL THIS EQUIPMENT SHOULD BE CAREFULLY CLEANED & AIRED AFTER POSSIBLE CONTAMINATION. /PEROXIDES/|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|Eyewash fountains should be provided in areas where there is any possibility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.|For more Personal Protective Equipment (PPE) (Complete) data for 2-BUTANONE PEROXIDE (6 total), please visit the HSDB record page.|(See protection codes)
... Shock sensitive peroxide precipitates can be formed if contaminated with acetone ... .
In case of fire, water should be applied by the sprinkler system or by hose from a safe distance, preferably with a fog nozzle. Foam may be necessary instead if the peroxide is diluted in a low density flammable solvent. Portable extinguishers should not be used except for very small fires. Peroxides threatened by fire should be wetted from a safe distance for cooling. /Peroxides, Organic and Inorganic/
Spills should be cleaned up promptly using non-sparking tools and an inert, moist diluent such as vermiculite or sand. Sweepings may be placed in open containers or polyethylene bags and the area washed with water and detergent. Spilled, contaminated, waste or questionable peroxides should be destroyed. /Peroxides, Organic and Inorganic/|Most peroxides can be hydrolyzed by adding them slowly with stirring to about ten times their weight of cold 10% sodium hydroxide solution. The reaction may require several hours. /Peroxides, Organic and Inorganic/|Dilute and drain into the sewer with abundant water. /Hydrogen peroxide/
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.|The worker should immediately wash the skin when it becomes contaminated.|Work clothing that becomes wet or significantly contaminated should be removed and replaced.
/GUIDE 145: ORGANIC PEROXIDES (HEAT AND CONTAMINATION SENSITIVE)/ Fire or Explosion: May explode from heat or contamination. May ignite combustibles (wood, paper, oil, clothing, etc.). May be ignited by heat, sparks or flames. May burn rapidly with flare-burning effect. Containers may explode when heated. Runoff may create fire or explosion hazard. /Organic peroxide type D, liquid; Organic peroxide type E, liquid/|/GUIDE 145: ORGANIC PEROXIDES (HEAT AND CONTAMINATION SENSITIVE)/ Health: Fire may produce irritating, corrosive and/or toxic gases. Ingestion or contact (skin, eyes) with substance may cause severe injury or burns. Runoff from fire control or dilution water may cause pollution. /Organic peroxide type D, liquid; Organic peroxide type E, liquid/|/GUIDE 145: ORGANIC PEROXIDES (HEAT AND CONTAMINATION SENSITIVE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. /Organic peroxide type D, liquid; Organic peroxide type E, liquid/|/GUIDE 145: ORGANIC PEROXIDES (HEAT AND CONTAMINATION SENSITIVE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing will only provide limited protection. /Organic peroxide type D, liquid; Organic peroxide type E, liquid/|For more DOT Emergency Guidelines (Complete) data for 2-BUTANONE PEROXIDE (16 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
... Methyl ethyl ketone peroxide ... /is/ extremely irritating and corrosive to the eyes, with risk of blindness ... .
Vacated 1989 OSHA PEL Ceiling limit 0.7 ppm (5 mg/cu m) is still enforced in some states.
Recommended Exposure Limit: Ceiling Value: 0.2 ppm (1.5 mg/cu m).
Personal protection: chemical protection suit including self-contained breathing apparatus. Collect leaking and spilled liquid in sealable plastic containers as far as possible. Do NOT absorb in saw-dust or other combustible absorbents.
Store only if stabilized. Well closed. See Chemical Dangers.
A harmful concentration of airborne particles can be reached quickly when dispersed.
The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion.
NO open flames. NO contact with acids, bases, reducing agents or hot surfaces.
STRICT HYGIENE! IN ALL CASES CONSULT A DOCTOR!
Use ventilation, local exhaust or breathing protection.
Protective gloves. Protective clothing.
Wear face shield or eye protection in combination with breathing protection.
| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 2 - Materials that readily undergo violent chemical changes at elevated temperatures and pressures.
The major hazards encountered in the use and handling of 2-butanone peroxide stem from its toxicologic properties and explosivity. Toxic by all routes (ie, inhalation, ingestion, dermal absorption), exposure to this colorless liquid may occur from its production or use as a curing agent for plastics and polyester resins, and as an initiator in the manufacture of polymers. Effects from exposure may include contact burns to the skin and eyes, hemolytic anemia, shortness-of-breath, or pulmonary edema. OSHA has established a Ceiling limit of 0.7 ppm as a final rule to become effective December 31, 1992. In activities and situations where over-exposure may occur, wear a self-contained breathing apparatus and personal protective clothing. If contact should occur, irrigate exposed eyes with copious amounts of water for at least 30 minutes, and exposed skin for at least 15 minutes. Contaminated clothing and shoes should be removed at the site. 2-Butanone peroxide may be ignited by heat, sparks, or flames; burning rapidly and producing poisonous gases. Containers of this substance may explode from friction, heat, mechanical shock, or contamination (such as from trace amounts of strong acids, bases, metals, metal alloys, salts, sulfur compounds, amines, accelerators, or reducing agents). For fires involving this substance, extinguish with dry chemical, CO2, regular foam, or water (used in flooding quantities for large fires). Fight fire from as far a distance as possible, in an explosion-resistant location. Isolate the area for 1/2 mile in all directions if a tank, rail car, or tank truck is involved. 2-Butanone peroxide should be stored in cool, ventilated areas, away from sunlight, sources of ignition, physical damage, shock, and organic or flammable materials. Smalls spills of this substance should be taken up with a noncombustible absorbent such as vermiculite and placed in a plastic container for immediate disposal. Wet down large spills with water and dike for later disposal. This substance is a good candidate for liquid injection, rotary kiln, or fluidized bed forms of incineration.
U160; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or manufacturing chemical intermediate.
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
U160; As stipulated in 40 CFR 261.33, when 2-butanone peroxide, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
SOURCE DOMINATED: 2-Butanone peroxide has been qualitatively detected in ambient air samples collected in the vicinity of a fiberglassing plant(1).
Toxicity
Vitamin E, selenium, vitamin C, & methionine were admin to rats in various combinations by diet & ip injections to rank the individual & combined protective ability of the biological antioxidants at minimum daily requirement levels & at pharmacological levels against lipid peroxidation initiated by 50 mg methyl ethyl ketone peroxide (MEKP)/kg. In vivo lipid peroxidation was monitored throughout a 3 hr period by measuring pentane expired in the breath. Rats fed 30 IU DL-alpha-tocopherol acetate/mg diet significantly decreased pentane production at 20 min by 88% compared to rats fed a vitamin E- & selenium-deficient diet. Rats given 5 ip injections of 180 IU DL-alpha-tocopherol acetate/kg further reduced expired pentane by 83% beyond the protection afforded by dietary vitamin E. Neither additive nor synergistic protection was found when other antioxidants were given in combination with vitamin E. Vitamin E was primary protective antioxidant. Pentane expired by individual rats from various treatment groups strongly correlated with the plasma vitamin E status.|Male Sprague-Dawley rats were fed 0, 3, 5 or 10 IU of DL-alpha-tocopherol acetate per kg of diet for 12 wk. After 11 weeks they were injected with 3.3 mg of methyl ethyl ketone peroxide (MEKP)/kg body wt & after 12 wk with 13 mg methyl ethyl ketone peroxide/kg body wt 3-4 hr before decapitation. In the absence of vitamin E, rat brain DNA was significantly damaged by the formation of DNA-protein crosslinks & interstrand DNA crosslinks. Adequate dietary vitamin E protected against this damage. 10 IU/kg was the adequate dose.|In vivo, methyl ethyl ketone peroxide damaged microsomal cytochrome p450 and chytochrome p450 mediated peroxidase in vitamin E-deficient rat liver. Dietary vitamin E treatment of rats protected the microsomal enzymes from peroxide damage. In vivo, adequate levels of vitamin E and of NADH and NADPH are probably necessary to provide important protection to the endoplasmic reticulum during metabolism of methyl ethyl ketone peroxide.|The tumor promoting effect of methyl ethyl ketone peroxide and the influence of diethyl maleate on this effect, with ultraviolet radiation as the tumor initiator, was studied in hairless albino mutant mice. Four groups of 24 animals were irradiated with ultraviolet light at a daily dose of 2,054 Joules/sq m, 5 days per week. Three weeks after completion of irradiation, the animals received skin applications twice weekly for 25 weeks of either 1 microgram per microliter diethyl maleate in acetone, acetone alone followed by 0.5 microgram per microliter methyl ethyl ketone peroxide in dibutyl phthalate, or dibutyl phthalate alone. Other groups of animals were treated with chemicals without ultraviolet light pretreatment. The animals were killed after 46 weeks and examined for tumors. The great majority of animals with tumors were in the irradiated groups. The highest tumor yield occurred in mice exposed to both dibutyl phthalate and methyl ethyl ketone peroxide after untraviolet light. Dibutyl maleate alone had no measureable effect on the development of tumors. Methyl ethyl ketone peroxide produced an increase in tumor prevalence, but the effect was less marked than in the combined presence of methyl ethyl ketone peroxide and diethyl maleate.
LD50 Rat oral 6.86 ml/kg|LC50 Mouse /inhalation/ 170 ppm/4 hr|LC50 Rat /inhalation/ 200 ppm/4 hr|LD50 Rat ip 65 mg/kg|LD50 Rat oral gavage 484 mg/kg
Individuals with eye, skin, and chronic respiratory diseases /may be/ at an increased risk. /Hydrogen peroxide/
2-Butanone peroxide's use in the production of unsaturated polyester resin crosslinking agents(1), and also its use as a curing agent with polyester resins for adhesives, plastics, lacquers, and fiber glass resin kits for boat and automobile body repair(2), may result in consumer exposure and its release to the environment through various waste streams(SRC). 2-Butanone has been qualitatively detected in ambient air samples collected in the vicinity of a fiberglassing plant(3), which suggests that the compound can be emitted to the atmosphere at sites where it is produced or used in the production of polymers(SRC).
TERRESTRIAL FATE: 2-Butanone peroxide is a mixture of dimers (50%), and trimers (25%), and monomer peroxy compounds(5). Based on a classification scheme(1), an estimated Koc range of 10 to 11,000(SRC), determined from a structure estimation method(2), indicates that 2-butanone peroxide's mobility in soil is expected to range from very high, to essentially immobile based upon an estimated Koc range of 10 to 11,000(SRC). Volatilization of 2-butanone peroxide from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant range of 1X10-10 to 2X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 2-Butanone peroxide is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure range of 1.4X10-3 to 2X10-3 mm Hg(SRC), determined from a fragment constant method(4).|AQUATIC FATE: 2-Butanone peroxide is a mixture dimers (50%), trimers (25%), and monomer peroxy compounds(8). Based on a classification scheme(1), an estimated Koc range of 10 to 11,000(SRC), determined from an estimation method(2), indicates that some portions of 2-butanone peroxide mixture are not expected to adsorb to suspended solids and sediment(SRC), other portions of the mixture are expected to adsorb strongly. 2-Butanone peroxide may react with organic materials in water expected(3) based upon estimated Henry's Law constants ranging between 1X10-10 and 2X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 13(SRC), from an estimated log Kow of 2(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: 2-Butanone peroxide is a mixture dimers (50%), trimers (25%), and monomer peroxy compounds(4). According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), the 2-butanone peroxide mixture, which has estimated vapor pressures ranging between 1.4X10-3 and 2X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely in the vapor-phase in the ambient atmosphere. Vapor-phase 2-butanone peroxide is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to range from 1.5 to 2 days(SRC), calculated from its rate constant range of 9X10-12 to 11X10-12 cu cm/molecule-sec at 25 °C(SRC)determined using a structure estimation method(3).
2-Butanone peroxide is a mixture dimers (50%), trimers (25%), and monomer peroxy compounds(5). The rate constant for the vapor-phase reaction of 2-butanone peroxide with photochemically-produced hydroxyl radicals has been estimated to range between 9X10-12 and 11X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to atmospheric half-lives of approximately 1.5 to 2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Butanone peroxide is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum. Normal heating decomposes 2-butanone peroxide at approximately 120 °C(3). 2-Butanone peroxide is a strong oxidizing agent and contact with organic materials(4).
An estimated BCF of 13 was calculated for the 2-butanone peroxide mixture(SRC), using an estimated log Kow of 2(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low. Chemical degradation is expected to be the dominant fate process in water because of reaction with organic matter and therefore, it is doubtful that un-reacted 2-butanone peroxide would be biologically available(SRC).
2-Butanone peroxide is a mixture dimers (50%), trimers (25%), and monomer peroxy compounds(3). Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2-butanone peroxide can be estimated to range from 10 to 11,000(SRC). According to a classification scheme(2), this estimated Koc range suggests that some portions of the 2-butanone peroxide mixture are expected to have very high mobility in soil, whereas other portions of the mixture are expected to be essentially immobile. 2-Butanone peroxide is a strong oxidizing agent(3) and may decompose when brought in contact with organic materials(SRC).
2-Butanone peroxide is a mixture dimers (50%), trimers (25%), and monomer peroxy compounds(3). The Henry's Law constant for 2-butanone peroxide is estimated as a range of 1X10-10 to 2X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant range indicates that 2-butanone peroxide is expected to be essentially nonvolatile. 2-Butanone peroxide is not expected to volatilize from dry soil surfaces(SRC) based upon estimated vapor pressures ranging between 1.4X10-3 and 2X10-3 mm Hg(SRC), determined from a fragment constant method(2).
NIOSH (NOES Survey 1981-1983) has statistically estimated that 16,366 workers are potentially exposed to 2-butanone peroxide in the US(1). Analysis of 35 air samples collected in the working environments of 5 Swedish plants manufacturing reinforced plastics detected 2-butanone peroxide in 13 samples above the detection limit (0.1 mg/cu m) with a maximum concn of 72 mg/cu m(2). Occupational exposure to 2-butanone peroxide may occur through inhalation and dermal contact with this compound at workplaces where 2-butanone peroxide is produced or used(SRC). Consumer exposure may occur during the use of fiber glass resin kits for boat and automobile repair(4).
Drug Information
The stability of glutathione peroxidase was assessed in vivo via oxidative inactivation by methyl ethyl ketone peroxide. The stability of glutathione peroxidase was compared to other enzymes. Some of the enzymes tested were very stable to methyl ethyl ketone peroxide. Glutathione peroxidase in the absence of glutathione was relatively slowly inactivated. Thus, glutathione peroxidase appears to be a relatively stable enzyme & is well suited to perform its role in peroxide detoxification & prevention of oxidative deterioration of cells.
Extremely destructive to tissue of the mucous membranes, upper respiratory tract, eyes, and skin. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)
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. 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. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. 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; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. 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. (NTP, 1992)|(See procedures)
Fresh air, rest. Half-upright position. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Peroxides should be washed promptly from the skin to prevent irritation. In the case of eye contact, the eyes should be flushed immediately with large amounts of water, and medical attention should be obtained. ... Medical attention should also be obtained in case of accidental ingestion. ... /Peroxides, Organic and Inorganic/
CONCN SOLN ARE CORROSIVE TO SKIN & MUCOUS MEMBRANE.|ALL ... /PEROXIDE CATALYSTS/ ARE DANGEROUS TO SKIN & IN PARTICULAR TO MUCOUS MEMBRANE OF EYE ... LIQ PEROXIDES CAN BE ABSORBED BY SKIN, PARTICULARLY METHYL ETHYL KETONE PEROXIDE, WHICH CAN CAUSE CERTAIN PHYSIOLOGICAL DISORDERS (HEMOLYTIC ANEMIA).|13 CASES OF ACUTE POISONING WITH KETONOX WERE DESCRIBED. THE EFFECTS OF POISON RESEMBLED THOSE OBSERVED AFTER POISONING WITH LYES OR ACIDS, WITH VOMITING & GASTRIC MUCOSA DAMAGE INCLUDING NECROSIS. THE TOXIC ORAL DOSE WAS BETWEEN 50 & 100 ML.|... Severe eye hazard.|For more Human Toxicity Excerpts (Complete) data for 2-BUTANONE PEROXIDE (10 total), please visit the HSDB record page.
Ketonox
The substance can be absorbed into the body by inhalation and by ingestion.|inhalation, ingestion, skin and/or eye contact
irritation eyes, skin, nose, throat; cough, dyspnea (breathing difficulty), pulmonary edema; blurred vision; blisters, scars skin; abdominal pain, vomiting, diarrhea; dermatitis; In Animals: liver, kidney damage
Sore throat. Cough. Burning sensation. Laboured breathing. Shortness of breath.
Redness. Pain. Skin burns.
Redness. Pain. Severe deep burns.
Eyes, skin, respiratory system, liver, kidneys
Methyl ethyl ketone peroxide Use and Manufacturing
Reaction of methyl ethyl ketone with hydrogen peroxide (peroxidation)
Fillers
Plastic and rubber products not covered elsewhere
10,000,000 - 50,000,000 lb|(1978) 4.09X10+8 G|(1982) 2.68X10+9 G|(1985) 4.43X10+8 g.|(1992) 4,520,000 kg|(1993) 5,107,000 kg
CURING AGENT FOR UNSATURATED POLYESTER RESINS, 94%; OTHER USES, 6% (1980).
AVAIL AS 60% SOLN IN DIMETHYL PHTHALATE (LUPERSOL DDM) TO SERVE AS CATALYST FOR POLYMERIZING PLASTICS.|Lupersol DEL /is/ a trade mark for 60% methyl ethyl ketone peroxide in dimethyl phthalate; Lupersol DSW /is/ a proprietary trade name for methyl ethyl ketone. A liq fire resistant peroxide containing 11.5% active oxygen.|Lupersol Delta-X /is/ ketone peroxide in dimethyl phthalate diluent; Lupersol DNF /is/ ketone peroxide in proprietary diluent.|Diluents may be any combination of dimethyl phthalate, cyclohexanone peroxide, or diallylphthalate. These diluents provide a stable mixt which under ordinary handling cannot be detonated at room temp.|For more Formulations/Preparations (Complete) data for 2-BUTANONE PEROXIDE (6 total), please visit the HSDB record page.
Miscellaneous manufacturing|2-Butanone, peroxide: ACTIVE
NIOSH Method 3508. Determination of Methyl Ethyl Ketone Peroxide by Visible Absorption Spectrophotometry.
Fire Hazards -> Flammable - 2nd degree, Reactive - 4th degree
Computed Properties
Molecular Weight:210.22
XLogP3:1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:210.11033829
Monoisotopic Mass:210.11033829
Topological Polar Surface Area:77.4
Heavy Atom Count:14
Complexity:146
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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