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
• Article Data: 5

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

General Description

Tert-butyl 2-ethylperoxybutyrate is a chemical compound commonly used as a radical initiator in polymerization reactions. It is a highly reactive compound that decomposes under mild conditions to release free radicals, which can initiate the polymerization process. tert-butyl 2-ethylperoxybutyrate is often used in the production of plastics, resins, and other polymers. It is also used in the manufacturing of adhesives, coatings, and other industrial products. When handled and used properly, tert-butyl 2-ethylperoxybutyrate can be an effective and reliable initiator for various polymerization processes, but safety precautions must be taken as it is a hazardous substance.

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 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 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.