2550-33-6

Basic information

• Product Name: tert-butyl 2-ethylperoxybutyrate
• Synonyms: tert-butyl 2-ethylperoxybutyrate;TERT-BUTYL PEROXYDIETHYLACETATE;2-Ethylbutaneperoxoic acid 1,1-dimethylethyl ester;2-ethylperoxybutyric acid tert-butyl ester;tert-butyl 2-ethylbutaneperoxoate
• CAS NO: 2550-33-6
• Molecular Formula: C₁₀H₂₀O₃
• Molecular Weight: 188.264
• EINECS: 219-850-0
• Mol File: 2550-33-6.mol

Chemical Properties

• Boiling Point: 209.1°Cat760mmHg
• Flash Point: 62.3°C
• Appearance: /
• Density: 0.923g/cm³
• Vapor Pressure: 0.207mmHg at 25°C
• Refractive Index: 1.422
• CAS DataBase Reference: tert-butyl 2-ethylperoxybutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 2-ethylperoxybutyrate(2550-33-6)
• EPA Substance Registry System: tert-butyl 2-ethylperoxybutyrate(2550-33-6)

Safety Data

• RIDADR: 3113
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 2550-33-6(Hazardous Substances Data)

Usage

Uses

Used in Plastics Production:
Tert-butyl 2-ethylperoxybutyrate is used as a radical initiator for the production of plastics, enabling the polymerization process and contributing to the creation of various plastic materials.
Used in Resin Production:
In the resin industry, tert-butyl 2-ethylperoxybutyrate is utilized as a radical initiator to facilitate the polymerization of resins, which are essential for producing a wide range of products.
Used in Adhesive Manufacturing:
Tert-butyl 2-ethylperoxybutyrate is employed as a radical initiator in the manufacturing of adhesives, where it helps in the polymerization process to create strong and durable adhesives for various applications.
Used in Coating Production:
This chemical compound is also used as a radical initiator in the production of coatings, aiding in the polymerization process to develop high-quality coatings for different surfaces.
Used in Other Industrial Applications:
Tert-butyl 2-ethylperoxybutyrate finds use in various other industrial applications where polymerization processes are required, making it a versatile initiator for creating a range of polymer-based products.
It is important to handle and use tert-butyl 2-ethylperoxybutyrate with proper safety precautions due to its hazardous nature. When used correctly, it can be an effective and reliable initiator for a variety of polymerization processes.

InChI:InChI=1/C10H20O3/c1-6-8(7-2)9(11)12-13-10(3,4)5/h8H,6-7H2,1-5H3

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 88-09-5 2-Ethylbutanoic acid 

Downstream Products

• 40132-62-5 (E)-β-(3-pentyl)styrene 
• 93194-82-2 2-(pentan-3-yl)benzo[d]thiazole 

Relevant articles and documents

Stereoselective Alkylation of Chiral Titanium(IV) Enolates with tert-Butyl Peresters

Here, we present a new stereoselective alkylation of titanium(IV) enolates of chiral N-acyl oxazolidinones with tert-butyl peresters from Cα-branched aliphatic carboxylic acids, which proceeds through the decarboxylation of the peresters and the subsequent formation of alkyl radicals to produce the alkylated adducts with an excellent diastereoselectivity. Theoretical calculations account for the observed reactivity and the outstanding stereocontrol. Importantly, the resultant compounds can be easily converted into ligands for asymmetric and catalytic transformations.

Iron-Catalyzed Vinylic C?H Alkylation with Alkyl Peroxides

A variety of alkyl peresters and alkyl diacyl peroxides, which are readily accessible from carboxylic acids, are utilized as general primary, secondary, and tertiary alkylating reagents for iron-catalyzed vinylic C?H alkylation of vinyl arenes, dienes, and 1,3-enynes. This transformation affords olefinic products in up to 98 % yield with high E/Z values. A broad range of functionalities, including carboxyl, boronic acid, methoxy, ester, amino, and halides, are tolerated. This protocol provides a facile approach to some olefins that are difficult to access, and hence, offers an alternative to existing systems. The synthetic utility of this method is demonstrated by late-stage functionalization of selected natural-product derivatives.

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.

Iron-Catalyzed Radical Decarboxylative Oxyalkylation of Terminal Alkynes with Alkyl Peroxides

An iron-catalyzed oxyalkylation of alkynes with alkyl peroxides as the alkylating reagents has been investigated. Alkyl peroxides are readily available from aliphatic acids and serve simultaneously as the alkylating reagents and internal oxidants. Primary, secondary, and tertiary alkyl groups of aliphatic acids were readily incorporated into C?C triple bonds and diverse α-alkylated ketones were synthesized. Mechanism studies revealed that this reaction involves highly reactive alkyl free radicals. A unique equilibrium between lauric acid and water catalyzed by the iron(III) catalyst was observed.

Iron-catalyzed C-H alkylation of heterocyclic C-H bonds

An efficient, iron-catalyzed C-H alkylation of benzothiazoles by using alkyl diacyl peroxides and alkyl tertbutyl peresters which are readily accessible from carboxylic acids to synthesize 2-alkylbenzothiazoles is developed. This reaction is environmentally benign and compatible with a broad range of functional groups. Various primary, secondary, and tertiary alkyl groups can be efficiently incorporated into diverse benzothiazoles. The effectiveness of this method is illustrated by late-stage functionalization of biologically active heterocycles.