80-43-3

Basic information

• Product Name: Dicumyl peroxide
• Synonyms: LUPEROX(R) DCSC;BIS(A A-DIMETHYLBENZYL) PEROXIDE;BIS(ALPHA,ALPHA-DIMETHYLBENZYL) PEROXIDE;BIS(1-METHYL-1-PHENYLETHYL)PEROXIDE;DICUMYL PEROXIDE;Dicumyl peroxide(content>42%,with inert solid);Dicumyl peroxide(technically pure);Curing agent DCP
• CAS NO: 80-43-3
• Molecular Formula: C₁₈H₂₂O₂
• Molecular Weight: 270.37
• EINECS: 201-279-3
• Product Categories: Additives for Plastic;Organics
• Mol File: 80-43-3.mol
• Article Data: 30

Chemical Properties

• Melting Point: 39-41 °C(lit.)
• Boiling Point: 130°C
• Flash Point: >230 °F
• Appearance: White/flakes
• Density: 1.56 g/mL at 25 °C(lit.)
• Vapor Density: 9.3 (vs air)
• Vapor Pressure: 15.4 mm Hg ( 38 °C)
• Refractive Index: 1.5360
• Storage Temp.: 2-8°C
• Water Solubility: insoluble
• Stability: Stability Reacts violently with reducing agents, heavy metals, concentrated acids, concentrated bases. May ignite organic materi
• BRN: 2056090
• CAS DataBase Reference: Dicumyl peroxide(CAS DataBase Reference)
• NIST Chemistry Reference: Dicumyl peroxide(80-43-3)
• EPA Substance Registry System: Dicumyl peroxide(80-43-3)

Safety Data

• Hazard Codes: O,Xi,N,Xn
• Statements: 7-36/38-51/53-36/37/38-20
• Safety Statements: 14-3/7-36/37/39-61-14A-45-26-36-17
• RIDADR: UN 3110 5.2
• WGK Germany: 2
• RTECS: SD8150000
• F: 4.2
• TSCA: Yes
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 80-43-3(Hazardous Substances Data)

Usage

Chemical Properties

Dicumyl peroxide is a crystalline solid that melts at 42°C. It is insoluble in water and soluble in vegetable oil and organic solvents . It is used as a high-temperature catalyst in production of polystyrene plastics. The deflagration hazard potential of this peroxide was tested using 5 g of igniter in the revised time–pressure test, but no pressure rise was produced . Noller et al. found it to be an intermediate fire hazard.

Uses

Dicumyl peroxide(DCP) is used:in vulcanization of rubber as a crosslinking agent in the synthesis of polylactic acid composite fibers in the preparation of polyethylene composites in the synthesis of polyamide 112/ethylene vinyl acetate copolymer blends.

General Description

Dicumyl peroxide is a pale yellow to white granular solid with a characteristic odor. It is used as a polymerization catalyst and vulcanizing agent.

Reactivity Profile

The explosive instability of the lower dialkyl peroxides (e.g., dimethyl peroxide) and 1,1-bis-peroxides decreases rapidly with increasing chain length and degree of branching, the di-tert-alkyl derivatives being amongst the most stable class of peroxides. Though many 1,1-bis-peroxides have been reported, few have been purified because of the higher explosion hazards compared with the monofunctional peroxides. Dicumyl peroxide is unlikely that this derivative would be particularly unstable compared to other peroxides in it's class, Bretherick 2nd ed., p 44 1979.

Flammability and Explosibility

Nonflammable

Safety Profile

Mildly toxic by ingestion. See also PEROXIDES. When heated to decomposition it emits acrid smoke and irritating fumes.

Purification Methods

Crystallise the peroxide from 95% EtOH (charcoal). Store it at 0o. Potentially EXPLOSIVE. [Beilstein 6 IV 3220.]

InChI:InChI=1/C6H14O2.C6H6/c1-5(2)7-8-6(3)4;1-2-4-6-5-3-1/h5-6H,1-4H3;1-6H

Upstream product

• 98-82-8 Isopropylbenzene 
• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 80-15-9 Cumene hydroperoxide 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 71-43-2 benzene 
• 32133-82-7 Martins sulfurane 
• 20013-63-2 cumene hydroperoxide sodium salt 
• 76-83-5 trityl chloride 
• 96259-10-8 α-cumyl hyponitrite 
• 21799-93-9 bis(1-methyl-1-phenylethyl) hyponitrite 
• 80037-90-7 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical 
• 80-62-6 methacrylic acid methyl ester 
• 97-00-7 1-chloro-2,4-dinitro-benzene 

Downstream Products

• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 98-86-2 acetophenone 
• 67-64-1 acetone 
• 34557-54-5 methane 
• 22721-71-7 bis-[1-methyl-1-(4-nitro-phenyl)-ethyl]-peroxide 
• 78-40-0 triethyl phosphate 
• 2229-07-4 methyl radical 
• 50349-73-0 benzotriazole N-oxyl radical 
• 10273-89-9 2-(2-methylphenyl)pyridine 
• 10273-91-3 2-(2,6-dimethylphenyl)pyridine 
• 914253-86-4 2-(2,4-dimethylphenyl)pyridine 
• 75722-64-4 2-(2,4,6-trimethylphenyl)pyridine 
• 1012310-87-0 2-(2,5-dimethylphenyl)pyridine 
• 1012310-84-7 2-(4-methoxy-2,6-dimethylphenyl)pyridine 

Relevant articles and documents

ESI-MS study of copper chloride/phase-transfer catalytic systems for oxidation of cumene with 1-methyl-1-phenylethyl hydroperoxide

Oxidation of cumene with 1-methyl-1-phenyl- ethyl hydroperoxide in the presence of copper chloride/ phase transfer catalytic systems was investigated by ESI- MS. For catalytically active copper(II) chloride/crown ethers, copper(II) chloride/crown ethers/alkaline metal salts, and copper(II) chloride/tetrabutylammonium chloride systems, the presence of a few kinds of copper complexes in the organic phase was detected by use of ESI-MS. When copper(II) chloride/podand systems were used, the conversion of hydroperoxide and the yield of oxidation product were close to zero, although the concentration of copper complexes in the organic phase was high. Addition of bis(2-hydroxyethyl) ether to the catalytically active copper(II) chloride/18-crown-6 system resulted in an inhibition effect. Springer-VerIag 2010.

Construction of starch-based bionic glutathione peroxidase and its catalytic mechanism

Glutathione peroxidase (GPx) is an important selenium-containing antioxidant enzyme in human body. The preparation of bionic GPx and the mimicry of its catalytic behavior are of great significance for the development of antioxidant drugs. At present, most of the reported biomimetic selenoenzymes based on the macromolecular are difficult to be degraded, which restricts their applications in the fields such as medical treatment, health care, and functional food. In order to solve this issue, herein, the octenyl succinic acid-modified starch (OSA starch) prepared by the esterification of waxy corn starch was used as the raw material, a new selenium-functionalized starch (Se-starch) was synthesized via the reaction of OSA starch and sodium hydrogen selenide. Such Se-starch, as a biomimetic selenoenzyme, was characterized using 1H NMR, EDS, XPS, SEM, XRD, and FT-IR. The Se-starch with a catalytic activity of 2.48?μM·min?1 showed a typical catalysis behavior of saturated kinetic and enzymology. This catalytic activity is 1.04 × 105 times higher than that of the PhSeSePh, a representative small molecule bionic GPx. The study of catalytic mechanism revealed that the octenyl succinate molecule bonded on the starch endowed it with hydrophobic micro-environments, which benefited the binding of hydrophobic substrates, and consequently increased the catalytic activity. This work not only provided a new idea for constructing natural polymers-based bionic GPx, but also offered an important theoretical basis for the development of new antioxidant drugs and functional foods.

Method for co-production of epoxide and dicumyl peroxide

The invention relates to a method for co-production of epoxide and dicumyl peroxide to mainly solve the problems of the prior art that a large amount of wastewater and offscum containing chlorine and sulphur is generated, pollution is serious, product quality is poor, energy consumption is high, production efficiency is low, and labor intensity is high. The method comprises the steps that a, cumyl hydroperoxide and olefin react, and reaction products are separated to obtain epoxide and alpha, alpha-dimethyl benzyl alcohol; b, cumyl hydroperoxide reacts with alpha, alpha-dimethyl benzyl alcohol generated in the step a to generate dicumyl peroxide. The method can be used for industrial co-production of epoxide and dicumyl peroxide.