Benzoyl Peroxide

Base Information

• Chemical Name: Benzoyl Peroxide
• CAS No.: 94-36-0
• Deprecated CAS: 117989-71-6,143928-58-9,37370-29-9,132323-44-5,132323-44-5,143928-58-9
• Molecular Formula: C14H10O4
• Molecular Weight: 242.231
• Hs Code.: 2916.32
• European Community (EC) Number: 202-327-6,933-874-5
• ICSC Number: 0225
• NSC Number: 758205,675,671
• UN Number: 3104
• UNII: W9WZN9A0GM
• DSSTox Substance ID: DTXSID6024591
• Nikkaji Number: J2.843F
• Wikipedia: Benzoyl peroxide
• Wikidata: Q411424
• NCI Thesaurus Code: C47411
• RXCUI: 1418
• Metabolomics Workbench ID: 45225
• ChEMBL ID: CHEMBL1200370
• Mol file: 94-36-0.mol

Synonyms:Benzoyl Peroxide;Benzoyl Superoxide;Dibenzoyl Peroxide;Diphenylglyoxal Superoxide;PanOxyl;Peroxide, Benzoyl;Peroxide, Dibenzoyl;Superoxide, Benzoyl;Superoxide, Diphenylglyoxal

Chemical Property of Benzoyl Peroxide

Chemical Property:

• Appearance/Colour: white powder or crystals
• Vapor Pressure: 0.009Pa at 25℃
• Melting Point: 105 °C(lit.)
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 349.747 °C at 760 mmHg
• Flash Point: 154.239 °C
• PSA: 52.60000
• Density: 1.254 g/cm³
• LogP: 2.61540
• Storage Temp.: 2-8°C
• Solubility.: 0.35mg/l
• Water Solubility.: Insoluble
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 242.05790880
• Heavy Atom Count: 18
• Complexity: 258
• Transport DOT Label: Organic Peroxide

Purity/Quality:

95+% ^*data from raw suppliers

Benzoyl peroxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): E,Xi
• Hazard Codes: O,Xn,N,Xi,E,T
• 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Peroxides, Organic
• Canonical SMILES: C1=CC=C(C=C1)C(=O)OOC(=O)C2=CC=CC=C2
• Recent ClinicalTrials: Cutibacterium Dermal Colonization: Implications for Total Hip Arthroplasty
• Recent EU Clinical Trials: Benzaknen? 5% Gel in combination with Dermotivin? Soft Liquid cleanser and non-comedogenic Cetaphil? Dermacontrol Moisturizer SPF30 in the treatment of mild-to-moderate acne vulgaris
• Recent NIPH Clinical Trials: A phase III, randomized, double-blind, placebo-controlled, parallel-group, multi-center study to evaluate the efficacy and safety of M605108 in patients with acne vulgaris
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is irritating to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• 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.
• 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. Benzoyl peroxide 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).

Technology Process of Benzoyl Peroxide

There total 47 articles about Benzoyl Peroxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

benzoic acid (65-85-0,8013-63-6) → dibenzoyl peroxide (94-36-0)

Guidance literature:

With Eosin Y; triphenylphosphine; In ethanol; at 20 ℃; Irradiation;

Reference yield: 90.0%

Perbenzoic acid (93-59-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → benzoic acid phenyl ester (93-99-2) + biphenyl (92-52-4,1594-86-1) + benzoic acid (65-85-0,8013-63-6) + dibenzoyl peroxide (94-36-0)

Guidance literature:

cobalt(III) acetylacetonate; at 24.9 ℃; for 5h; Mechanism; Product distribution; Thermodynamic data; E_a; other metal 2,4-pentandioates (Co(II), Fe(III), Mn(III), Cr(III)).;

Reference yield: 83.2%

benzaldehyde (100-52-7) → Perbenzoic acid (93-59-4) + benzoic acid (65-85-0,8013-63-6) + dibenzoyl peroxide (94-36-0)

Guidance literature:

With oxygen; ozone; lithium chloride; In tetrachloromethane; at 40 ℃;

upstream raw materials:

5-bromo-3,4-dihydro-2H-pyran

acetyl benzoyl peroxide

peracetic acid

sodium acetate

Downstream raw materials:

1-oxothiolane

tetrahydrothiophen-2-yl benzoate

piperidin-1-yl benzoate

benzoic acid [1,4]dioxan-2-yl ester

Refernces

• 1、 Chen, Jiangfei,Zhu, Yan-Ping,Li, Jin-Heng,Wang, Qiu-An. "External-oxidant-free amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with: O -benzoylhydroxylamines". supporting information. p. 5215 - 5218. Retrieved 2021/05/31.
• 2、 An, Yang,Zhang, Bo-Sheng,Zhang, Zhe,Liu, Ce,Gou, Xue-Ya,Ding, Ya-Nan,Liang, Yong-Min. "A carboxylate-assisted amination/unactivated C(sp2)-H arylation reactionviaa palladium/norbornene cooperative catalysis". supporting information. p. 5933 - 5936. Retrieved 2020/06/04.