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Acetyl peroxide

Acetyl peroxide structure

Acetyl peroxide 

structure
  • CAS No:

    110-22-5

  • Formula:

    C4H6O4

  • Chemical Name:

    Acetyl peroxide

  • Synonyms:

    Peroxide,diacetyl;Acetyl peroxide;Diacetyl peroxide;Peroyl A;NSC 669

Description

The pure compound consists of colorless crystals melting at 30°C. Soluble in alcohol and ether. Often transported as a 25% solution in dimethyl phthalate for use as an initiator and catalyst.


The pure compound consists of colorless crystals melting at 30°C. Soluble in alcohol and ether. Often transported as a 25% solution in dimethyl phthalate for use as an initiator and catalyst.


The pure compound consists of colorless crystals melting at 30°C. Soluble in alcohol and ether. Often transported as a 25% solution in dimethyl phthalate for use as an initiator and catalyst.

Acetyl peroxide Basic Attributes

118.09

118.09

203-748-8

FDU6Y8075A

669

3115|2084

DTXSID4059384

Colorless crystals|NEEDLES FROM ETHER, LEAVES

2915900090

Characteristics

52.6

0.02760

The pure compound consists of colorless crystals melting at 30°C. Soluble in alcohol and ether. Often transported as a 25% solution in dimethyl phthalate for use as an initiator and catalyst.

1.18 g/cm3 @ Temp: 20 °C

30 °C

63 °C @ Press: 21 Torr

113 DEG F OC

1.391

Very soluble in ethanol and ethyl ether

STORAGE BUILDING TEMP MUST BE MAINTAINED IN RANGE OF 32 DEG F TO 90 DEG F. STORE ONLY IN ORIGINAL CONTAINERS WITH SPECIAL VENTING CAPS. DO NOT OPEN CONTAINERS IN STORAGE BUILDING. PROVIDE SUPPLY OF NONCOMBUSTIBLE ABSORBENT MATERIAL SUCH AS VERMICULITE OR PERLITE TO SOAK UP ANY ACCIDENTAL SPILLAGE & REMOVE /25% SOLN/

Combustible with organic matter, reducing agent, sulfur, phosphorus and other flammable materials; decomposes when heated, produces toxic gas when encountered with water; burning produces irritating smoke

ACETYL PEROXIDE IS EXTREMELY SHOCK-SENSITIVE. WHEN SOLN OF ACETYL PEROXIDE IN ANY VOLATILE SOLVENT IS EVAPORATED, THE CONCN MAY BECOME HIGH ENOUGH FOR SPONTANEOUS EXPLOSION.

Strong, pungent odor

DECOMP IN SODIUM HYDROXIDE|HEAT OF DECOMPOSITION: (EST) -50 BTU/LB= -28 CAL/G= -1.2X10+5 J/KG /25% SOLN/|COLORLESS LIQ /25% SOLN/|(EST) -15,700 BTU/LB= -28 CAL/G= -366X10+5 J/KG /25% SOLN/

No rapid reaction with air. No rapid reaction with water.

Peroxides, Organic

Explosive

Pure DIACETYL PEROXIDE, a solid, presents a severe explosion hazard. Unpredictably shock sensitive. Five grains detonated violently while being removed from an ice chest [Chem. Eng. News 26:3197(1948)]. May explode violently in contact with ether or any volatile solvent. A 5-gram portion in ether detonated while being carried [Chem. Eng. News 27:175(1949)]. The 25% solution in dimethyl phthalate is less dangerous, but still a strong oxidizing agent that presents a moderate fire risk [Hawley].

Acetyl Peroxide|D*: Other compounds that may form peroxides|C&EN Safety Zone|Five grams of material detonated with a serious force. See C&EN Safety Zone account.

Safety Information

II

5.2

3115

Treasury is ventilated at low temperature; lightly loaded and unloaded; stored separately from organic matter, reducing agents, and sulfur and phosphorus combustibles

It can be explosive when mixed with reducing agent, sulfur, phosphorus, etc.; friction, vibration, heat, impact when drying

HIGHLY UNSTABLE /ORG PEROXIDES/

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

HIGHLY DANGEROUS...IT WILL REACT WITH WATER OR STEAM TO PRODUCE HEAT; CAN REACT VIGOROUSLY WITH REDUCING MATERIALS; CAN EMIT TOXIC FUMES ON CONTACT WITH ACID OR ACID FUMES.

Diacetyl peroxide is an indirect food additive for use only as a component of adhesives.

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: May explode from heat, contamination or loss of temperature control. These materials are particularly sensitive to temperature rises. Above a given "Control Temperature" they decompose violently and catch fire. May ignite combustibles (wood, paper, oil, clothing, etc.). May ignite spontaneously if exposed to air. 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. (ERG, 2016)|Flammable - 2nd degree, Reactive - 4th degree

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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 or walk through spilled material. 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: Dike far ahead of liquid spill 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)

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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. (ERG, 2016)|A FACE SHIELD & RUBBER GLOVES SHOULD BE WORN WHEN HANDLING THE SUBSTANCE, & A SAFETY SHIELD OR HOOD DOOR SHOULD BE IN FRONT OF APPARATUS CONTAINING IT.|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. /Peroxides, Organic and Inorganic/

DANGEROUS, BY SPONTANEOUS CHEMICAL REACTION. A POWERFUL OXIDIZING AGENT; CAN CAUSE IGNITION OF ORGANIC MATERIALS ON CONTACT.|AN OXIDIZING MATERIAL. SENSITIVE TO HEAT & SHOULD NOT BE SUBJECTED TO TEMP ABOVE 90 °F; SELF-ACCELERATING DECOMP TEMP, 120 °F. /25% SOLN/

PURE (100%) MATERIAL IS SEVERE EXPLOSION HAZARD; SHOULD NOT BE STORED AFTER PREPN, NOR HEATED ABOVE 30 °C.|...REPORTS OF DETONATION OF THE PURE MATERIAL; THE 25% SOLN ALSO HAS EXPLOSIVE POTENTIAL, & INADVERTENT PARTIAL EVAPORATION OF EVEN WEAK SOLN CAN CREATE EXPLOSIVE SOLN OR SHOCK-SENSITIVE CRYSTALLINE MATERIAL.|IT IS ESSENTIAL TO PREVENT SEPARATION OF THE CRYSTALLINE PEROXIDE EVEN IN TRACES, SINCE, WHEN DRY, IT IS SHOCK-SENSITIVE & HIGH EXPLOSION RISK. CRYSTALLINE MATERIAL, SEPARATED & DRIED DELIBERATELY, DETONATED VIOLENTLY.|APPLICATION OF FLUORINE TO AQUEOUS SODIUM ACETATE SOLN CAUSES AN EXPLOSION, INVOLVING FORMATION OF DIACETYL PEROXIDE.|For more Explosive Limits and Potential (Complete) data for DIACETYL PEROXIDE (6 total), please visit the HSDB record page.

FIGHT...WITH WATER FROM EXPLOSION-RESISTANT LOCATION. IN ADVANCED OR MASSIVE FIRES...AREA SHOULD BE EVACUATED. IF FIRE OCCURS IN VICINITY OF THIS MATERIAL WATER SHOULD BE USED TO KEEP CONTAINERS COOL. CLEAN-UP & SALVAGE OPERATIONS SHOULD NOT BE ATTEMPTED UNTIL ALL...COOLED COMPLETELY. /25% SOLN/|FIREFIGHTING METHOD: WATER, DRY CHEM, CARBON DIOXIDE. /25% SOLN/|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/

IF CONTAMINATED CLOTHING IGNITES, USE WATER TO EXTINGUISH; SMOTHERING FIRE WITH BLANKET IS INEFFECTIVE. /25% SOLN/

IN EVENT OF SPILLAGE...SPILLED MATERIAL SHOULD BE ABSORBED...WITH NONCOMBUSTIBLE ABSORBENT, SUCH AS VERMICULITE. SWEEP UP & PLACE IN PLASTIC CONTAINER FOR IMMEDIATE DISPOSAL. DO NOT USE SPARK-GENERATING METALS OR CELLULOSIC MATERIALS (PAPER, WOOD, ETC) FOR SWEEPING UP OR HANDLING SPILLED MATERIAL. /25% SOLN/|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.

Human exposure has produced eye, skin, and mucous membrane irritation after inhalation or ingestion.

| 1 - Materials that, under emergency conditions, can cause significant irritation.| 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.| 4 - Materials that in themselves are readily capable of detonation or explosive decomposition or explosive reaction at normal temperatures and pressures.

Toxicity

Individuals with eye, skin, and chronic respiratory diseases /may be/ at an increased risk. /Hydrogen peroxide/

Drug Information

LIQ ORG PEROXIDES CAN BE ABSORBED THROUGH THE SKIN. /ORG PEROXIDES/

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: 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. (ERG, 2016)

Excerpt from ERG Guide 148 [Organic Peroxides (Heat and Contamination Sensitive / Temperature Controlled)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. Contaminated clothing may be a fire risk when dry. Remove material from skin immediately. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. Keep victim calm and warm. (ERG, 2016)

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool .... . Do not attempt to neutralize because of exothermic reaction. Cover skin burns with dry, sterile dressings after decontamination ... . /Organic peroxides/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Early intubation, at the first sign of upper airway obstruction, may be necessary. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic peroxides/|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/

ACETYL PEROXIDE IS IRRITATING TO EYES, SKIN, & MUCOUS MEMRANES VIA THE ORAL & INHALATION ROUTES.|The main toxic effect of most peroxides is irritation of skin, mucous membranes and eyes. Prolonged or intense skin contact or splashes in the eyes may cause severe injury. /Peroxides, Organic and Inorganic/

Acetyl peroxide Use and Manufacturing

25% soln in dimethyl phthalate...|...MAY BE READILY PREPD & USED IN ETHEREAL SOLN. ...PREVENT SEPARATION OF THE CRYSTALLINE PEROXIDE EVEN IN TRACE, SINCE, WHEN DRY, IT IS SHOCK-SENSITIVE & HIGH EXPLOSION RISK. ... COMMERCIAL MATERIAL, SUPPLIED AS 30% SOLN IN DIMETHYL PHTHALATE, IS FREE OF TENDENCY TO CRYSTALLIZE & IS RELATIVELY SAFE.

Peroxide, diacetyl: ACTIVE|EMPTY PEROXIDE CONTAINERS SHOULD BE WASHED WITH 10% SODIUM HYDROXIDE SOLN. /25% SOLN/

Fire Hazards -> Flammable - 2nd degree, Reactive - 4th degree

Computed Properties

Molecular Weight:118.09
XLogP3:0.2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:118.02660867
Monoisotopic Mass:118.02660867
Topological Polar Surface Area:52.6
Heavy Atom Count:8
Complexity:92.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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