4051-27-8

Basic information

• Product Name: 1,2,4,5-DIEPOXYPENTANE
• Synonyms: 1,4-Pentadiene diepoxide;1:4-Pentadiene dioxide;Nsc 47545;Oxirane, 2,2'-methylenebis- (9ci);Pentane, 1,2:4,5-diepoxy-;Pentitol, 1,2:4,5-dianhydro-3-deoxy- (9ci)
• CAS NO: 4051-27-8
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.13
• Mol File: 4051-27-8.mol

Chemical Properties

• Boiling Point: 94°C (estimate)
• Flash Point: 60.9°C
• Appearance: /
• Density: 0.9971 (rough estimate)
• Vapor Pressure: 1.18mmHg at 25°C
• Refractive Index: 1.4043 (estimate)
• CAS DataBase Reference: 1,2,4,5-DIEPOXYPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4,5-DIEPOXYPENTANE(4051-27-8)
• EPA Substance Registry System: 1,2,4,5-DIEPOXYPENTANE(4051-27-8)

Safety Data

• Hazardous Substances Data: 4051-27-8(Hazardous Substances Data)

Usage

Uses

Used in Polymer and Resin Manufacturing Industry:
1,2,4,5-Diepoxypentane is used as a cross-linking agent for enhancing the structural integrity and performance of polymers and resins. Its reactivity allows for the formation of strong chemical bonds between polymer chains, resulting in improved mechanical properties and thermal stability of the final products.
Used in Chemical Intermediates Production:
1,2,4,5-Diepoxypentane is employed as a chemical intermediate in the synthesis of various compounds. Its unique structure and reactivity make it a valuable building block for the development of new chemical entities with diverse applications across different industries.

InChI:InChI=1/C5H8O2/c1(4-2-6-4)5-3-7-5/h4-5H,1-3H2

Upstream product

• 591-93-5 1,4-Pentadiene 
• 6790-38-1 1,2-epoxy-3-vinylpropane 
• 2873-74-7 gloutaric dichloride 
• 29548-85-4 2,4-dibromoglutaryl chloride 

Downstream Products

• 58534-88-6 5-Hydroxymethyl-tetrahydro-furan-3-ol 
• 89617-06-1 1,2,4,5-pentanetetrol 
• 135943-86-1 meso-1,8-nonadiene-4,6-diol 
• 224316-37-4 1,6-heptadiene-3,5-diol 
• 1792-78-5 N-benzyl-3,5-dihydroxypiperidine 
• 259110-61-7 trans-3,5-difluoropiperidine hydrochloride 
• 224316-43-2 meso-3,5-bis-allyloxy-hepta-1,6-diene 
• 109243-04-1 (4S,6R)-4,6-Diallyl-2,2-dimethyl-[1,3]dioxane 
• 109243-02-9 (4R,6S)-4,6-Bis-allyloxymethyl-2,2-dimethyl-[1,3]dioxane 
• 109243-03-0 (S)-1-[(4R,6S)-6-((R)-2-Hydroxy-but-3-enyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-but-3-en-2-ol 
• 109243-08-5 (R)-1-[(4S,6R)-6-((S)-2-Hydroxy-2-(R)-oxiranyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-but-3-en-2-ol 
• 73759-02-1 1,5-dimercapto-2,4-pentanediol 

Relevant articles and documents

Regioselectivity and diasteroselectivity in Pt(II)-mediated "green" catalytic epoxidation of terminal alkenes with hydrogen peroxide: Mechanistic insight into a peculiar substrate selectivity

Recently developed electron-poor Pt(II) catalyst 1 with the "green" oxidant 35% hydrogen peroxide displays high activity and complete substrate selectivity in the epoxidation of terminal alkenes because of stringent steric and electronic requirements. In the presence of isolated dienes bearing terminal and internal double bonds, epoxidation is completely regioselective toward the production of terminal epoxides. Insight into the mechanism is gained by means of a reaction progress kinetic analysis approach that underlines the peculiar role of 1 in activating both the alkene and H 2O2 in the rate-determining step providing a rare example of nucleophilic oxidation of alkenes by H2O2.

Synthesis of 1,2-epoxy-4-pentene and 1,2,4,5-diepoxypentane by the hydroperoxide oxidation of 1,4-pentadiene

Methods are proposed for the synthesis of 1,2-epoxy-4-pentene and 1,2,4,5-diepoxypentane on the basis of the hydroperoxide oxidation of 1,4-pentadiene. Physicochemical characteristics of 1,2-epoxy-4-pentene that have not been given in the literature are presented.

Synthesis of 1,2,3,4-diepoxybutane from 1,3-butadiene monoxide

The possibility of producing 1,2,3,4-diepoxybutane by the epoxidation of 1,3-butadiene monoxide with tert-butylhydroperoxide has been demonstrated. The factors complicating the production and isolation of the target product have been studied. As an alternative to 1,2,3,4-diepoxybutane, the synthesis of 1,2,4,5-diepoxypentane is proposed.

Rate Constants and Equilibrium Constants for Thiol-Disulphide Interchange Reactions Involving Oxidized Glutathione

The rate of reduction of oxidized glutathione (GSSG) to glutathione (GSH) by thiolate (RS-) follows a Broensted relation in pKas of the conjugate thiols (RSH): βnuc ca. 0.5.This value is similar to that for reduction of Ellman's reagent: βnuc ca. 0.4 - 0.5.Analysis of a number of rate and equilibrium data, taken both from this work and from the literature, indicates that rate constants, k, for a range of thiolate-disulphide interchange reactions are correlated well by equations of the form log k = C + βnucpKanuc + βcpKac + βlgpKalg ( nuc = nucleophile, c = central, and lg = leaving group sulfur): eq 36 - 38 give representative values of the Broensted coefficients.The values of these Bronsted coefficients are not sharply defined by the available experimental data, although eq 36 - 38 provide useful kinetic models for rates of thiolate-disulfide interchange reactions.The uncertainty in these parameters is such that their detailed mechanistic interpretation is not worthwhile, but their qualitative interpretation - that all three sulphur atoms experience a significant effective negative charge in the transition state, but that the charge is concentrated on the terminal sulfurs - is justified.Equilibrium constants for reduction of GSSG using α,ω-dithiols have been measured.The reducing potential of the dithiol is strongly influenced by the size of the cyclic disulfide formed on its oxidation: the most strongly reducing dithiols are those which can form six-membered cyclic disulfides.Separate equilibrium constants for thiolate anion-disulphide interchange (KS-) and for thiol-disufide interchange (KSH) have been estimated from literature data: KS- is roughly proportional to 2ΔpKa is the difference between the pKas of the two thiols involved in the interchange.The contributions of thiol pKa values to the observed equilibrium constants for reduction of GSSG with α,ω-dithiols appear to be much smaller than those ascribable to the influence of structure on intramolecular ring formation.These equilibrium and rate constants are helpful in choosing dithiols for use as antioxidants in solutions containing proteines: dithiothreitol (DTT), 1,3-dimercapto-2-propanol (DMP), and 2-mercaptoethanol have especially useful properties.

Process for preparing aldehydes from oxirane compounds

Aldehydes are prepared by reacting an oxirane compound with hydrogen peroxide in the presence of a boron compound.