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Home > Encyclopedia > p-Chlorobenzoyl peroxide

p-Chlorobenzoyl peroxide

p-Chlorobenzoyl peroxide structure

p-Chlorobenzoyl peroxide 

structure
  • CAS No:

    94-17-7

  • Formula:

    C14H8Cl2O4

  • Chemical Name:

    p-Chlorobenzoyl peroxide

  • Synonyms:

    Peroxide,bis(4-chlorobenzoyl);Peroxide,bis(p-chlorobenzoyl);Bis(4-chlorobenzoyl) peroxide;Bis(p-chlorobenzoyl) peroxide;p-Chlorobenzoyl peroxide;p,p′-Dichlorobenzoyl peroxide;4-Chlorobenzoyl peroxide;p,p′-Dichlorodibenzoyl peroxide;Cadox PS;Di(p-chlorobenzoyl) peroxide;4,4′-Dichlorobenzoyl peroxide;1071717-87-7

Description

White, odorless powder. Decomposes violently on heating or contamination. Insoluble in water; soluble in organic solvents.


P-chlorobenzoyl peroxide appears as odorless white solid or paste. Sinks in water. (USCG, 1999)


P-chlorobenzoyl peroxide appears as odorless white solid or paste. Sinks in water. (USCG, 1999)

p-Chlorobenzoyl peroxide Basic Attributes

311.11700

311.12

202-310-3

78776C973U

DTXSID9059098

White, granular|Powder

2916399090

Characteristics

52.60000

3.92220

P-chlorobenzoyl peroxide appears as odorless white solid or paste. Sinks in water. (USCG, 1999)

1.17

137-138 °C

427.1ºC at 760 mmHg

1.602

Insol in water; sol in organic solvents

Generally, peroxides should be stored in their original containers in a ventilated place separated from other materials and protected from flame, static electricity, sparks, sources of heat (eg steam-pipes, radiators or direct sunlight), shock or friction. Storage areas should be fire-proof with explosion-proof electrical equipment. The max recommended storage temperature is 38 deg C or less. /Peroxides, organic/

LDLo ipr-mus: 500 mg/kg CBCCT* 4,110,52

May explode on contact with combustibles.

Odorless

Strong oxidizer|Decomposes violently on heating or contamination; explodes when heated to 38 °C; will ignite on contact with organic materials

No rapid reaction with air No rapid reaction with water

Peroxides, Organic

Explosive

In pure crystalline form there is danger of explosion upon heating, shock, or friction. Peroxides are good oxidizing agents. Organic compounds can ignite on contact with concentrated peroxides. Strongly reduced material such as sulfides, nitrides, and hydrides may react explosively with peroxides. There are few chemical classes that do not at least produce heat when mixed with peroxides. Many produce explosions or generate gases (toxic and nontoxic). Generally, dilute solutions of peroxides (<70%) are safe, but the presence of a catalyst (often a transition metal such as cobalt, iron, manganese, nickel, or vanadium) as an impurity may even then cause rapid decomposition, a buildup of heat, and even an explosion.

(est) -9,000 BTU/lb= -5,000 cal/g= -210x10+5 J/kg

Safety Information

Stable if below 80 deg F

P210, P220, P234, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P370+P380+P375, P403+P233, P403+P235, P405, P411, P420, P501

H242

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.|Incineration or burning is generally preferred /method of destroying peroxides/. Burning may be done by spreading waste in a trench and igniting it from a distance. /SRP: Although burning of chemical wastes is frequently recommended, the SRP is of the opinion that incineration technology has not uniformly been sufficiently perfected to assure that hazardous products are not released into the environment during the incineration process. Incineration can be an appropriate method of waste disposal if it can be demonstrated that the specific method and conditions in use result in no further release of potentially dangerous emissions./ Most organic peroxides can also be hydrolyzed by adding them slowly with stirring to about ten times their weight of cold 10% sodium hydroxide soln. The reaction may require several hours. /Peroxides, organic/

May react vigorously with combustible materials.

Special Hazards of Combustion Products: Toxic chlorinated biphenyls are formed in fires. Behavior in Fire: Solid may explode. Burns very rapidly when ignited. Smoke is unusually heavy when paste form is involved. (USCG, 1999)

|Danger|H241 (57.14%): Heating may cause a fire or explosion [Danger Self-reactive substances and mixtures; Organic peroxides]|P210, P220, P234, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P370+P380+P375, P403+P233, P403+P235, P405, P411, P420, and P501|Aggregated GHS information provided by 7 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Goggles or face shield; rubber gloves; protective clothing. (USCG, 1999)|... Wear appropriate chemical protective gloves, boots and goggles. ... Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /P-chlorobenzoyl peroxide; p-chlorobenzoyl peroxide, (not more than 52% as a paste); p-chlorobenzoyl peroxide, (not more than 75% with water)/|Persons handling organic peroxides should use safety glasses with side shields, goggles or face shields for eye protection. Emergency eyewash facilities should be provided. Gloves, aprons & other protective clothing as necessary should be used to prevent skin contact. Clothing & equipment that generate static electricity should be avoided. /Peroxides, organic/|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/

POWERFUL OXIDIZER. ... DANGEROUS WHEN INVOLVED IN FIRE.|Dangerous fire ... risk.|Burns very rapidly when ignited. Smoke is unusually heavy when paste form is involved.

THIS MATERIAL MAY BE CAUSED TO EXPLODE BY HEAT (OVER 38 °C) OR CONTAMINATION. ANY CONTAMINANT WHICH ACTS AS AN ACCELERATOR TO POLYMERIZATION OR ON DECOMPOSITION OF THIS MATERIAL CAN CAUSE EXPLOSION. HEAT OR CONTACT WITH CERTAIN FUMES OR MISTS CAN CAUSE IT TO EXPLODE.|May explode on contact with combustibles.

Flood with water, or use dry chemical, foam, carbon dioxide.|Organic peroxides threatened by fire should be wetted from a safe distance for cooling. /Organic peroxides/|If material on fire or involved in fire: ... solid streams of water may be ineffective. Dangerously explosive. /P-chlorobenzoyl peroxide, (not more than 52% as a paste); p-chlorobenzoyl peroxide, (not more than 75% with water)/|If material on fire or involved in fire: Use water in flooding quantities as fog. ... Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /P-chlorobenzoyl peroxide; p-chlorobenzoyl peroxide, (not more than 52% as a paste); p-chlorobenzoyl peroxide, (not more than 75% with water)/|For more Fire Fighting Procedures (Complete) data for BIS(4-CHLOROBENZOYL) PEROXIDE (6 total), please visit the HSDB record page.

Spills should be cleaned up promptly using non-sparking tools & 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. Incineration or burning is generally preferred. Burning may be done by spreading waste in a trench and igniting it from a distance. /Peroxides, organic/|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/

The safety of many organic peroxides is greatly improved by dispersing them in solvent or non-solvent diluents that absorb the heat of decomposition (eg water or plasticizer) or reduce shock sensitivity. ... Process equipment should be electrically bonded together and grounded. Non-sparking equipment should be used for handling. Peroxides must never be mixed directly with accelerators or other reactive materials, added to hot materials or placed in heated reaction vessels. Contamination should be carefully avoided by keeping the work area and equipment clean, handling peroxides in vessels of glass, polyethylene, teflon or stainless steel (304 or 316) to prevent contamination by corrosion, keeping containers closed, and disposing of excess peroxide promptly, never returning it to the original container. ... Smoking should be prohibited. Peroxides should not be stored in refrigerators containing food or drink. Laboratory reactions should be carried out behind a safety shield. /Organic peroxides/|If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Keep spilled material wet. Wet spilled material before picking up. /P-chlorobenzoyl peroxide; p-chlorobenzoyl peroxide, (not more than 52% as a paste); p-chlorobenzoyl peroxide, (not more than 75% with water)/|Avoid breathing dusts, and fumes from burning material. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing. Approach fire with caution. /P-chlorobenzoyl peroxide; p-chlorobenzoyl peroxide, (not more than 52% as a paste); p-chlorobenzoyl peroxide, (not more than 75% with water)/|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.

/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, solid/|/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, solid/|/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, solid/|/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, solid/|For more DOT Emergency Guidelines (Complete) data for BIS(4-CHLOROBENZOYL) 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 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.

IRRITATING TO SKIN AND EYES.

Toxicity

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

Drug Information

Irritates eyes and (on prolonged contact) skin. Ingestion causes irritation of mouth and stomach. (USCG, 1999)

EYES: wash with water for at least 15 min.; consult a doctor. SKIN: wash with soap and water. INGESTION: induce vomiting and call a doctor. (USCG, 1999)

Organic peroxides should be washed promptly from the skin to prevent irritation. ... If sensitization occurs, further contact should be avoided. /Organic peroxides/|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/

Prolonged skin contact or splashes in the eyes may cause injury. Some organic peroxide vapors are irritating and may also cause headaches, intoxication similar to alcohol and lung edema if inhaled in high concn. /organic peroxides/|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/

p-Chlorobenzoyl peroxide Use and Manufacturing

Methods of Manufacturing

Organic peroxides are produced by autoxidation of suitable hydrocarbons or by reaction of the appropriate cmpd with hydrogen peroxide, sodium peroxide or a hydroperoxide ... in the presence of an acid or base. /Peroxides, organic/|p-Chlorobenzoyl chloride + hydrogen peroxide (dehydrochlorination)

Uses

Curing agent for silicone rubbers.

Production

(1991) Exceeded 5000 lb or US $5000 in value

Dry; wet with more than 30% water; 50% paste with silicone fluid.

Peroxide, bis(4-chlorobenzoyl): ACTIVE

Computed Properties

Molecular Weight:311.1
XLogP3:4.8
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:309.9799641
Monoisotopic Mass:309.9799641
Topological Polar Surface Area:52.6
Heavy Atom Count:20
Complexity:311
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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