Lauroyl peroxide

Base Information

• Chemical Name: Lauroyl peroxide
• CAS No.: 105-74-8
• Deprecated CAS: 1908420-49-4,334833-24-8
• Molecular Formula: C24H46O4
• Molecular Weight: 398.627
• Hs Code.: 2909.60
• European Community (EC) Number: 203-326-3
• ICSC Number: 0264
• NSC Number: 670
• UN Number: 3106
• UNII: 83TLB4N1D5
• DSSTox Substance ID: DTXSID1059319
• Nikkaji Number: J2.853C
• Wikipedia: Dilauroyl_peroxide
• Wikidata: Q2469703
• Mol file: 105-74-8.mol

Synonyms:lauroyl peroxide

Chemical Property of Lauroyl peroxide

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 6.56E-09mmHg at 25°C
• Melting Point: 53-57 °C(lit.)
• Refractive Index: 1.453
• Boiling Point: 467.3 °C at 760 mmHg
• Flash Point: 194.9 °C
• PSA: 52.60000
• Density: 0.923 g/cm³
• LogP: 7.82960
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• Water Solubility.: Soluble in oils and organic solvents. Slightly soluble in alcohol. Insoluble in water.
• XLogP3: 10.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 23
• Exact Mass: 398.33960994
• Heavy Atom Count: 28
• Complexity: 321
• Transport DOT Label: Organic Peroxide

Purity/Quality:

≥ 99.0%, ^*data from raw suppliers

LPO ^*data from reagent suppliers

Safty Information:

• Pictogram(s): O
• Hazard Codes: O
• Statements: 7
• Safety Statements: 14-3/7-36/37/39-14A-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Peroxides, Organic
• Canonical SMILES: CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The aerosol is irritating to the eyes, skin and respiratory tract.
• Uses: Lauroyl peroxide acts as a bleaching agent, drying agent for fats, oils and waxes. Further, it serves as a polymerization initiator as well as vulcanizing agent. In addition to this, it plays an important role for high-pressure polyethylene and food used in bleaching agent. Dilauroyl peroxide is produced by reaction of lauroyl chloride with sodium peroxide. Its major use is as an initiator for vinyl chloride. It is used as a polymerization agent in the plastics industry and as a curing agent for rubber. It has also been used as a burnout agent for acetate yarns. The pharmaceutical industry uses it in topical creams in combination with antibiotics for acne treatment . Lauroyl peroxide is used as an initiatorfor free-radical polymerization in makingpolyvinyl chloride. Lauroyl peroxide constitutesabout 4% of all organic peroxides consumptionin the United States.

Technology Process of Lauroyl peroxide

There total 6 articles about Lauroyl 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: 99.1%

n-dodecanoyl chloride (112-16-3) → dilauryl peroxide (105-74-8)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In 2-Methylpentane; water; at 16 - 18 ℃; for 0.666667h;

Reference yield: 98.6%

lauric acid amide (1120-16-7) → dilauryl peroxide (105-74-8)

Guidance literature:

lauric acid amide; With benzyl methyl ether; zinc(II) chromate; 3-methylpentane; In water; at 26 ℃; for 2h;

With lead(IV) tetraacetate; sodium sulfate; In water; at 55 ℃; for 3h; Temperature; Time;

Reference yield:

lauric acid (143-07-7) → dilauryl peroxide (105-74-8)

Guidance literature:

lauric acid; With dmap; dihydrogen peroxide; In dichloromethane; at -15 ℃; for 0.166667h; Inert atmosphere;

With dicyclohexyl-carbodiimide; In dichloromethane; at -15 - 10 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/chem.201701830

upstream raw materials:

n-dodecanoyl chloride

peroxylaurinoic acid

lauric acid

lauric acid amide

Downstream raw materials:

undecyl-2 pyridine

4-n-undecylpyridine

lauric acid

n-Undecane

Refernces

A practical method for the reductive cleavage of the sulfide bond in xanthates

10.1016/0040-4039(96)01253-1

The research describes a practical method for the reductive cleavage of the sulfide bond in xanthates, with the purpose of removing the xanthate group from various synthetic targets that do not contain sulfur. The process involves heating xanthates in 2-propanol in the presence of equimolar amounts of dilauroyl peroxide, which is added in small portions. This method is advantageous because it does not require high dilution or slow addition of reagents, unlike traditional stannane-based radical reactions. The study concludes that this approach is efficient, particularly for secondary xanthates, and demonstrates tolerance to a variety of functional groups commonly encountered in organic synthesis. However, limitations were observed with primary xanthates, where large amounts of peroxide were needed and yields were poor.