2400-59-1

Basic information

• Product Name: bishexanoyl peroxide
• Synonyms: bishexanoyl peroxide;Dicaproyl peroxide;Dihexanoyl peroxide
• CAS NO: 2400-59-1
• Molecular Formula: C₁₂H₂₂O₄
• Molecular Weight: 230.30068
• EINECS: 219-273-4
• Mol File: 2400-59-1.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 292.3°C (rough estimate)
• Flash Point: 119.6°C
• Appearance: /
• Density: 0.9874 (rough estimate)
• Vapor Pressure: 0.0025mmHg at 25°C
• Refractive Index: 1.4314 (estimate)
• CAS DataBase Reference: bishexanoyl peroxide(CAS DataBase Reference)
• NIST Chemistry Reference: bishexanoyl peroxide(2400-59-1)
• EPA Substance Registry System: bishexanoyl peroxide(2400-59-1)

Safety Data

• Hazardous Substances Data: 2400-59-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H22O4/c1-3-5-7-9-11(13)15-16-12(14)10-8-6-4-2/h3-10H2,1-2H3

Upstream product

• 2051-49-2 n-hexanoic anhydride 
• 142-62-1 hexanoic acid 
• 142-61-0 Hexanoyl chloride 

Downstream Products

• 41245-53-8 2-hydroxy-3-n-pentyl-1,4-naphthoquinone 
• 114262-94-1 3-methoxy-1-phenyl-1-nonyne 

Relevant articles and documents

Cu-Catalyzed Alkylarylation of Vinylarenes with Masked Alkyl Electrophiles

A Cu-catalyzed synthesis of a range of value-Added 1,1-diarylalkanes by radical alkylarylation of vinylarenes with alkyl peroxides as masked alkyl electrophiles is reported. The reaction features broad substrate scope, good functional group tolerance, and mild reaction conditions. Various bioactive molecules and key pharmaceutical intermediates have been easily synthesized by this method, demonstrating its synthetic value.

Unnatural α-Amino Acid Synthesized through α-Alkylation of Glycine Derivatives by Diacyl Peroxides

We have developed a protocol for catalyst- and additive-free α-alkylation reactions of glycine derivatives with diacyl peroxides, which proceed by a pathway involving addition of alkyl radicals to imine intermediates. The diacyl peroxide substrate acts as both alkylation agent and oxidizing agent, which means it is atom-economical. It was applied to various glycine derivatives, dipeptides, and a 3,4-dihydroquinoxalin-2(1H)-one derivative and could be carried out on a gram scale, indicating its utility for late-stage functionalization.

Iron-Catalyzed Dehydrative Alkylation of Propargyl Alcohol with Alkyl Peroxides to Form Substituted 1,3-Enynes

This paper reports a new method for the generation of substituted 1,3-enynes, whose synthesis by other methods could be a challenge. The dehydrative decarboxylative cascade coupling reaction of propargyl alcohol with alkyl peroxides is enabled by an iron catalyst and alkylating reagents. Primary, secondary, and tertiary alkyl groups can be introduced into 1,3-enynes, affording various substituted 1,3-enynes in moderate to good yields. Mechanistic studies suggest the involvement of a radical-polar crossover pathway.