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Benzoyl peroxide

Benzoyl peroxide Structure
CAS No.
94-36-0
Chemical Name:
Benzoyl peroxide
Synonyms
BPO;DIBENZOYL PEROXIDE;Benzoyl;benzoic peroxyanhydride;Benzoylperoxid;BENZOYL BENZENECARBOPEROXOATE;Benzamycin;Benzoyl peroide;Benzoylperoxyde;benzoicacidperoxide
CBNumber:
CB0484149
Molecular Formula:
C14H10O4
Molecular Weight:
242.23
MOL File:
94-36-0.mol
Modify Date:
2024/7/7 20:48:41

Benzoyl peroxide Properties

Melting point 105 °C(lit.)
Boiling point 176°F
Density 1.16 g/mL at 25 °C(lit.)
vapor pressure 0.009Pa at 25℃
refractive index 1.5430 (estimate)
Flash point >230 °F
storage temp. 2-8°C
solubility 0.35mg/l
form powder
color White
Odor odorless
Water Solubility Insoluble
Merck 14,1116
BRN 984320
Exposure limits TLV-TWA 5 mg/m3; IDLH 7000 mg/m3.
Stability Strong oxidizer. Highly flammable. Do not grind or subject to shock or friction. Incompatible with reducing agents, acids, bases, alcohols, metals, organic materials. Contact with combustible material, heating or friction may cause fire or explosion.
InChIKey OMPJBNCRMGITSC-UHFFFAOYSA-N
LogP 3.2 at 20℃
CAS DataBase Reference 94-36-0(CAS DataBase Reference)
IARC 3 (Vol. 36, Sup 7, 71) 1999
NIST Chemistry Reference Benzoyl peroxide(94-36-0)
EPA Substance Registry System Benzoyl peroxide (94-36-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H242-H317-H319-H360D-H410
Precautionary statements  P210-P235-P273-P280-P308+P313-P370+P378
Hazard Codes  O,Xn,N,Xi,E,T
Risk Statements  8-36/37/38-43-36-2-7-1-51/53-21/22-62-50-61-3-39/23/24/25-40
Safety Statements  53-17-26-36/37-45-60-36/37/39-3/7-14A-14-47-35-7-61-37/39-24
RIDADR  UN 3108 5.2
OEB B
OEL TWA: 5 mg/m3
WGK Germany  2
RTECS  DM8575000
Autoignition Temperature 176 °F
TSCA  Yes
HazardClass  5.2
PackingGroup  II
HS Code  29163200
Toxicity LD50 orally in Rabbit: 7710 mg/kg
IDLA 1,500 mg/m3
NFPA 704
4
1 4
OX

Benzoyl peroxide price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.01641 Benzoyl peroxide (with 25% H?O) for synthesis 94-36-0 10G ₹1860 2022-06-14 Buy
Sigma-Aldrich(India) B5907 Benzoyl peroxide blend with dicyclohexyl phthalate suitable for use as a catalyst for electron microscopy. Modified to render it safe in transit. 94-36-0 1VIAL ₹2381.5 2022-06-14 Buy
Sigma-Aldrich(India) 8.01641 Benzoyl peroxide (with 25% H?O) for synthesis 94-36-0 1KG ₹9760 2022-06-14 Buy
Sigma-Aldrich(India) 8.01641 Benzoyl peroxide (with 25% H?O) for synthesis 94-36-0 26.7KG ₹57539.99 2022-06-14 Buy
Sigma-Aldrich(India) 517909 Luperox® A75, Benzoyl peroxide 75%, remainder water 94-36-0 100G ₹4037.73 2022-06-14 Buy
Product number Packaging Price Buy
8.01641 10G ₹1860 Buy
B5907 1VIAL ₹2381.5 Buy
8.01641 1KG ₹9760 Buy
8.01641 26.7KG ₹57539.99 Buy
517909 100G ₹4037.73 Buy

Benzoyl peroxide Chemical Properties,Uses,Production

Description

Benzoyl Peroxide may affect workers in the electronics and plastics (epoxy resins and catalysts) industries, electricians, ceramic workers, dentists and dental technicians, laboratory technicians and bakers. As it was contained in candles, it also induced contact dermatitis in a sacristan. However, some positive tests are of unknown occupational relevance.

Chemical Properties

Benzoyl peroxide is an odorless, white, or colorless crystalline powder with a faint odor of benzaldehyde resulting from the interaction of benzoyl chloride and a cooled sodium peroxide solution. It is used in specified cheeses at 0.0002% of milk level. It is also used for the bleaching of flour, slowly decomposing to exert its full bleaching action, which results in whiter flour and bread. The major decomposition product of benzoyl peroxide in water was benzoic acid, but trace amounts of phenyl benzoate, phenol, and hydroxybenzoic acids were formed. When carbon-14 la- beled benzoyl peroxide was reacted with whey, the same compounds were produced.

Uses

Benzoyl Peroxide is a widely used organic compound of the peroxide family. It is used as a source offree radicals in many organic syntheses andto initiate polymerizations of styrene, vinylchloride, vinyl acetate, and acrylics; to curethermoset polyester resins and silicone rubbers;in medicine for treating acne; and forbleaching vegetable oil, cheese, flour, and fats.

Indications

Benzoyl peroxide is a potent oxidizing agent that has both antimicrobial and comedolytic properties; its primary use is in treating acne vulgaris. It is converted in the skin to benzoic acid; clearance of absorbed drug is rapid, and no systemic toxicity has been observed. The major toxicities are irritation and contact allergy. Outgrowth of bacteria resistant to topical antibiotics used to treat acne can be reduced by the addition of benzoyl peroxide in combination products such as erythromycin (Benzamycin) and clindamycin (Benzaclin).

World Health Organization (WHO)

Benzoyl peroxide slowly releases oxygen and hence is bactericidal. It is also keratolytic, antiseborrheic and irritant. It is used in the treatment of acne. Benzoyl peroxide is listed in the WHO Model List of Essential Drugs.

General Description

Benzoyl peroxide appears as odorless white powder or granules. moderately toxic. Sinks in water. (USCG, 1999)

Reactivity Profile

Benzoyl peroxide reacts exothermically withstrong acids, strong bases, amines, reducingagents, and sulfur compounds. Explosionshave been reported when it reacted withcarbon tetrachloride and ethylene (Bolt andJoyce 1947), lithium aluminum hydride(Sutton 1951), N,N-dimethyl aniline (Hornerand Betzel 1953), hot chloroform (NFPA1986), and methyl methacrylate (NFPA1986). Lappin (1948) reported an explosionwhen a bottle was opened. Organic matterentrapped in the threads of the bottleprobably reacted explosively with benzoylperoxide.

Hazard

Highly toxic via inhalation. May explode spontaneously when dry (<1% of water). Never mix unless at least 33% water is present. Skin and upper respiratory tract irritant. Questionable carcinogen.

Health Hazard

The health hazard from benzoyl peroxideis low. It can cause irritation of the skin,mucous membranes, and eyes. An intraperitonealinjection of 250 mg/kg was lethal toadult mice. Systemic toxicity in humans isnot known. It may be mild to moderatelytoxic on an acute basis. The oral LD50 valuein rats is 7710 mg/kg (NIOSH 1986). Itstoxicity from inhalation is low; an LC50 valueof 700 ppm in mice is suggested (ACGIH1986).
Benzoyl peroxide may cause gene damageand DNA inhibition. It has been foundto cause skin tumor. The evidence of its carcinogenicityin animals and humans is inadequate.

Fire Hazard

Benzoyl peroxide can cause a major fire and explosion hazard. It is highly flammable and a strong oxidizer; autoignition temperature 80°C (176°F). It ignites instantly. The rate and violence of decomposition and the potential ease of such ignition or decomposition have been experimentally measured by Noller et al. (1964). Lead pipe deformation (LPD), pressure vessel test (PVT), and self-accelerating decomposition test (SADT) have been performed to measure these explosive characteristics. Heating 5 g of benzoyl peroxide in an aluminum tester containing an aperture vent and 6-atm rupture disk, caused the disk to blow up in 95 seconds when the aperture vent area was less than 174.7 mm2. Redried material was more violent. The decomposition hazard was greatly reduced with wet and diluted benzoyl peroxide.
Noller et al. (1964) measured the SADT temperature at 82.2°C (180°F), above which the decomposition was self-accelerating, sudden, and produced smoke.
Benzoyl peroxide is a deflagrant, posing a severe explosion hazard. The compound is sensitive to heavy shock, such as impact or blows, as well as to friction and heat. Especially in the dry state, it is highly dangerous.
A water sprinkler should be used to extinguish fires. Water should be used to keep the containers cool.

Contact allergens

Benzoyl peroxide is an oxidizing agent widely employed in acne topical therapy. It is also used as a polymerization catalyst of dental or industrial plastics and as a decolorizing agent of flours, oils, fats, and waxes. Irritant or allergic dermatitis may affect workers in the electronics and plastics (epoxy resins and catalysts) industries, electricians, ceramic workers, dentists and dental technicians, laboratory technicians, bakers, and acne patients. As it was contained in candles, it also induced contact dermatitis in a sacristan. Patch tests may be irritant.

Safety Profile

Poison by intraperitoneal route.Can cause dermatitis, asthmatic effects, testicular atrophy,and vasodilation. An allergen and eye irritant. Humanmutation data reported. Questionable carcinogen withexperimental tumorigenic data. Moderate fire hazard by

Potential Exposure

Used as polymerization initiator, curing agent, and cross-linking agent.

Carcinogenicity

When repeatedly applied to the skin of mice, BPO was not carcinogenic . However, benzoyl peroxide is a tumor promoter in mice and hamsters, but has shown no complete carcinogenic or tumor-initiating activity . There has been one controversial Japanese report that was interpreted as BPO being a complete carcinogen. However, when the data were critically evaluated, it was found consistent with BPO acting as a skin tumor promoter and not as a carcinogen. The International Agency for Research on Cancer (IARC) has evaluated the carcinogenicity of benzoyl peroxide. They classified it as Group 3. This means there is limited or inadequate evidence of carcinogenicity for animals and inadequate or absent information for humans. In addition, there are other animals and in vitro studies that continue to support the lack of carcinogenic or mutagenic properties for BPO .

Source

Benzoyl peroxide (BPO) was originally derived from chlorhydroxyquinoline, a component of coal tar. Currently, BPO is usually prepared by treating hydrogen peroxide with benzoyl chloride.

storage

Benzoyl peroxide should be stored in acool and well-ventilated area, isolated fromother chemicals and free of heating andelectrical installations. Dry compound maybe shipped in polyethylene-lined paper bagsor fiber containers packed in wooden boxeso.

Shipping

UN3104 : Organic peroxide type C, solid, Hazard Class: 5.2; Labels: 5.2—Organic peroxide, Technical Name Required. UN3108 : Organic peroxide type E, solid, Hazard Class: 5.2; Labels: 5.2—Organic peroxide, Technical

Purification Methods

Dissolve benzoyl peroxide in CHCl3 at room temperature and precipitate it by adding an equal volume of MeOH or pet ether. Similarly it is precipitated from acetone by adding two volumes of distilled water. It has also been crystallised from 50% MeOH and from diethyl ether. Dry it under vacuum at room temperature for 24hours. Store it in a desiccator in the dark at 0o. When purifying in the absence of water it can be EXPLOSIVE, and operations should be done on a very small scale with adequate protection. Large amounts should be kept moist with water and stored in a refrigerator. [Kim et al. J Org Chem 52 3691 1987, Beilstein 9 IV 777.]

Incompatibilities

May explode when heated above melting point, 103 C. A strong oxidizer. Extremely explosionsensitive to heat, shock, friction, and concussion. May explode or cause fire on contact with reducing agents; combustible substances, organic substances, wood, paper, metal powders, lithium aluminum hydride. Violent reaction with alcohols, organic and inorganic acids, and amines.

Waste Disposal

Pretreatment involves decomposition with sodium hydroxide. The final solution of sodium benzoate, which is very biodegradable, may be flushed into the drain. Disposal of large quantities of solution may require pH adjustment before release into the sewer or controlled incineration after mixing with a noncombustible material.

Benzoyl peroxide Preparation Products And Raw materials

Raw materials

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Preparation Products

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