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Peroxy

Epoxides are very easy to prepare via the reaction of an alkene with a peroxy acid This process is known as epoxidation... [Pg.261]

A commonly used peroxy acid is peroxyacetic acid (CH3CO2OH) Peroxyacetic acid is normally used m acetic acid as the solvent but epoxidation reactions tolerate a variety of solvents and are often earned out m dichloromethane or chloroform... [Pg.261]

Peroxy acid and alkene Transition state for oxygen transfer from the OH group of the peroxy acid to the alkene Acetic acid and epoxide ... [Pg.262]

Epoxidation of alkenes with peroxy acids is a syn addition to the double bond Substituents that are cis to each other in the alkene remain cis in the epoxide substituents that are trans in the alkene remain trans m the epoxide... [Pg.262]

As shown m Table 6 4 electron releasing alkyl groups on the double bond increase the rate of epoxidation This suggests that the peroxy acid acts as an electrophilic reagent toward the alkene... [Pg.262]

Epoxidation (Section 6 18) Peroxy acids transfer oxygen to the double bond of alkenes to yield epoxides The reaction IS a stereospecific syn addition... [Pg.273]

In this example addition to the double bond of an alkene converted an achiral mol ecule to a chiral one The general term for a structural feature the alteration of which introduces a chirality center m a molecule is prochiral A chirality center is introduced when the double bond of propene reacts with a peroxy acid The double bond is a prochi ral structural unit and we speak of the top and bottom faces of the double bond as prochiral faces Because attack at one prochiral face gives the enantiomer of the com pound formed by attack at the other face we classify the relationship between the two faces as enantiotopic... [Pg.297]

When (R) 3 buten 2 ol is treated with a peroxy acid two stereoisomenc epoxides are formed in a 60 40 ratio The minor stereoisomer has the structure shown... [Pg.325]

Epoxidation of alkenes by reaction with peroxy acids... [Pg.676]

The following section describes the preparation of epoxides by the base promoted ring closure of vicinal halohydrms Because vicinal halohydrms are customarily prepared from alkenes (Section 6 17) both methods—epoxidation using peroxy acids and ring closure of halohydrms—are based on alkenes as the starting materials for preparing epoxides... [Pg.676]

Peroxy acids usually in dichloromethane as the solvent are also reliable reagents for converting sulfides to sulfoxides... [Pg.686]

One equivalent of a peroxy acid or of hydrogen peroxide converts sulfides to sulf oxides two equivalents gives the corresponding sulfone... [Pg.686]

Alkene Peroxy acid Epoxide Carboxylic acid... [Pg.693]

Section 16 16 Oxidation of sulfides yields sulfoxides then sulfones Sodium metaper lodate IS specific for the oxidation of sulfides to sulfoxides and no fur ther Hydrogen peroxide or peroxy acids can yield sulfoxides (1 mole of oxidant per mole of sulfide) or sulfone (2 moles of oxidant per mole of sulfide)... [Pg.695]

Peroxy acids have been seen before as reagents for the epoxidation of alkenes (Section 6 18)... [Pg.736]

The reaction of ketones with peroxy acids is both novel and synthetically useful An oxygen from the peroxy acid is inserted between the carbonyl group and one of the attached car bons of the ketone to give an ester Reactions of this type were first described by Adolf von Baeyer and Victor Vilhger m 1899 and are known as Baeyer—Villiger oxidations... [Pg.736]

Step 1 The peroxy acid adds to the carbonyl group of the ketone This step is a nucleophilic addition analogous to gem diol and hemiacetal formation... [Pg.737]

The product (6 hexanohde) is a cyclic ester or lactone (Section 19 15) Like the Baeyer-Vilhger oxidation an oxygen atom is inserted between the carbonyl group and a carbon attached to it But peroxy acids are not involved m any way the oxidation of cyclohexanone is catalyzed by an enzyme called cyclohexanone monooxygenase with the aid of certain coenzymes... [Pg.738]

Section 17 16 The oxidation of ketones with peroxy acids is called the Baeyer-Vilhger oxidation and is a useful method for preparing esters... [Pg.745]

The diminished rr electron density m the double bond makes a p unsaturated aide hydes and ketones less reactive than alkenes toward electrophilic addition Electrophilic reagents—bromine and peroxy acids for example—react more slowly with the carbon-carbon double bond of a p unsaturated carbonyl compounds than with simple alkenes... [Pg.776]

Its p/Ca IS 8 2 versus 4 7 for acetic acid Why are peroxy acids weaker than car boxylic acids ... [Pg.796]

Baeyer-Villiger oxidation (Section 17 16) Oxidation of an aldehyde or more commonly a ketone with a peroxy acid The product of Baeyer-Vilhger oxidation of a ketone is an ester... [Pg.1277]

Epoxidation (Section 6 18) Conversion of an alkene to an epoxide by treatment with a peroxy acid... [Pg.1283]

Antioxidants markedly retard the rate of autoxidation throughout the useful life of the polymer. Chain-terminating antioxidants have a reactive —NH or —OH functional group and include compounds such as secondary aryl amines or hindered phenols. They function by transfer of hydrogen to free radicals, principally to peroxy radicals. Butylated hydroxytoluene is a widely used example. [Pg.1008]

Molecular oxygen contains two unpaired electrons and has the distinction of being capable of both initiating and inhibiting polymerization. It functions in the latter capacity by forming the relatively unreactive peroxy radical ... [Pg.396]

PEROXIDES AND PEROXIDE COMPOUNDS - ORGANIC PEROXIDES] (Vol 18) tert-Butyl peroxy-3,5,5trimethylhexanoate [13122-18-4]... [Pg.144]


See other pages where Peroxy is mentioned: [Pg.160]    [Pg.294]    [Pg.365]    [Pg.136]    [Pg.261]    [Pg.262]    [Pg.273]    [Pg.477]    [Pg.608]    [Pg.676]    [Pg.693]    [Pg.693]    [Pg.736]    [Pg.737]    [Pg.737]    [Pg.737]    [Pg.737]    [Pg.737]    [Pg.847]    [Pg.847]    [Pg.18]    [Pg.18]    [Pg.734]   
See also in sourсe #XX -- [ Pg.81 ]

See also in sourсe #XX -- [ Pg.315 , Pg.328 , Pg.337 ]

See also in sourсe #XX -- [ Pg.587 ]

See also in sourсe #XX -- [ Pg.5 ]

See also in sourсe #XX -- [ Pg.138 ]

See also in sourсe #XX -- [ Pg.107 ]

See also in sourсe #XX -- [ Pg.20 , Pg.50 ]




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Acetyl peroxy

Acyclic sec. -Peroxy-esters

Alcohols, allylic with peroxy acids

Aldehydes, reaction with peroxy acids

Alkenes reactions with peroxy radicals

Alkyl peroxy radical reactivity

Alkyl peroxy radical reactivity compounds

Alkyl peroxy radicals

Alkyl peroxy radicals, atmosphere

Amines oxidation with peroxy acids

Aryl peroxy radicals

Baeyer-Villiger reaction peroxy acid

Benzyl peroxy

Bicyclization, peroxy radical

Bond strengths in Vinyl, Allyl, and Ethynyl Peroxy Radicals

Branching ratios peroxy radical reactions

Bromination peroxy acid oxidation

Butyl Peroxy acetate

Butyl peroxy isopropyl carbonate

By Superoxide, Peroxy Radicals and Peroxide

Carboxylic acids peroxy

Carboxylic acids peroxy acid

Carboxylic acids peroxy acid oxidation

Chain peroxy radicals

Chemical amplification, peroxy radical measurement

Chemical reactions peroxy radicals

Chemiluminescence peroxy-oxalate

Chemiluminescence, peroxy radical measurement

Chlorine peroxy radical, from

Chloromethyl peroxy

Cobalt complexes peroxy

Cyclization peroxy! radical

Cyclohexene reaction + peroxy radicals

Dicyclohexyl peroxy dicarbonate

Diisopropyl peroxy dicarbonate

Direct studies of peroxy radical isomerizations

Electron spin resonance peroxy

Electrophilic addition peroxy acids

Epoxidation by peroxy acids

Epoxidation peroxy acid

Epoxidation, by peroxy

Epoxidations with peroxy acids

Ethers, enol with peroxy acids

Ethyl peroxy

Famesol peroxy ester

Fluorinated peroxy radicals

Fluoro peroxy

Formation of peroxy radicals

Formation of the peroxy polymer radical

Hindered amine light stabilizer peroxy radicals

Hydrogen bonding peroxy acetic acid

Hydrogen bonding with peroxy radicals

Hydrogen peroxy adds

Hydrogen peroxy radicals

Hydroxyalkyl peroxy radicals

Hydroxylation by organic peroxy acids

Hydroxymethyl cyclohexadienyl peroxy

Hydroxymethyl cyclohexadienyl peroxy radical

Imine oxidation with peroxy acids

Induced reactions involving other peroxy compounds

Intramolecular H-atom transfer to peroxy radicals

Intramolecular propagation with peroxy radicals

Iodo peroxy

Ketones, unsaturated with peroxy acids

Laccase peroxy intermediate

Lipid-peroxy radicals

Macroradicals peroxy

Mass spectrometry peroxy radicals

Measurement methods, peroxy radicals

Measurement methods, peroxy radicals chemical conversion

Mercuration peroxy

Metal ions reactions with peroxy radicals

Methyl peroxy

Methyl peroxy nitrate

Methyl peroxy radical, hydrogen

Methyl peroxy radicals

Methylthio peroxy

Model peroxy complex

Nitrate radical reaction with peroxy radicals

Nitroso compounds with peroxy acids

O-C bonds in peroxides and peroxys

Organic chemistry Peroxy acid

Organic peroxy acids

Organic peroxy compounds

Organic peroxy radical

Organic peroxy radical reaction with

Organotin Peroxy Compounds

Oxidants peroxy nitrous acid

Oxidation agents organic peroxy acids

Oxidation of Alkenes by Peroxy-acids

Oxidation of styrene. The peroxy radical addition mechanism

Oxidation peroxy acid reactions

Oxidation with Organic Peroxy Acids

PTFE peroxy radicals

Peroxi-coagulation method

Peroxides 1:1 peroxy species

Peroxides peroxy acids

Peroxides peroxy esters

Peroxy Compounds of Transition Metals

Peroxy Derivatives of Aldehydes and Ketones

Peroxy Silicates

Peroxy acetyl nitrate

Peroxy acetyl radical

Peroxy acid groups

Peroxy acid-mediated oxidation

Peroxy acids

Peroxy acids a-hydroxylation

Peroxy acids alcohols

Peroxy acids alkane oxidation

Peroxy acids alkenes

Peroxy acids allylic oxidation

Peroxy acids and alkenes

Peroxy acids and other oxidants

Peroxy acids and related compounds

Peroxy acids anti hydroxylation

Peroxy acids bonds

Peroxy acids compounds

Peroxy acids decomposition

Peroxy acids epoxidations

Peroxy acids esters

Peroxy acids ethers

Peroxy acids formation

Peroxy acids hydroxylation

Peroxy acids hydroxylation with

Peroxy acids intramolecular

Peroxy acids ketone a-hydroxylation

Peroxy acids ketones

Peroxy acids oxidation

Peroxy acids preparation

Peroxy acids reaction with enol acetate

Peroxy acids reaction with silyl dienol ethers

Peroxy acids selenides

Peroxy acids sulfides

Peroxy acids sulfoxides

Peroxy acids thiols

Peroxy acids, detection

Peroxy acids, hazard

Peroxy acids, reactions

Peroxy acids, reduction

Peroxy acids, stability

Peroxy adds

Peroxy alkyl radicals transfer reaction

Peroxy alkyl radicals, fragmentation

Peroxy anion

Peroxy benzoic acid

Peroxy benzoyl nitrate

Peroxy bicyclization

Peroxy bridges

Peroxy butyl nitrate

Peroxy butyric acid

Peroxy carbonate initiators, decomposition

Peroxy carbonates, decomposition

Peroxy chemicals

Peroxy chromates

Peroxy compounds

Peroxy compounds, detection

Peroxy compounds, of hafnium and

Peroxy compounds, of hafnium and zirconium

Peroxy compounds, radical formation

Peroxy coupling

Peroxy dicarbonates

Peroxy disulfates

Peroxy entity

Peroxy esters

Peroxy esters a-hydroxylation

Peroxy esters allylic oxidation

Peroxy esters epoxidations utilizing

Peroxy esters free radicals from

Peroxy esters ketones

Peroxy esters phenols

Peroxy esters pyrolysis

Peroxy esters reactions with copper salts

Peroxy esters reductive decarboxylation

Peroxy esters silyl-protected

Peroxy esters substitution

Peroxy esters thermal decomposition

Peroxy formation

Peroxy formic acid

Peroxy formic hydroxylation

Peroxy from unsaturated hydroperoxides

Peroxy group

Peroxy group, analysis

Peroxy hexanoic acid

Peroxy initiator

Peroxy intermediate

Peroxy macroradical (ROO

Peroxy macroradicals (ROO

Peroxy maleic anhydride

Peroxy malonates

Peroxy nitrates

Peroxy nitric acids

Peroxy nitrite

Peroxy nitrite anion

Peroxy polymers

Peroxy propionic acid

Peroxy radical - reaction/source

Peroxy radical absorption spectra

Peroxy radical branching ratios

Peroxy radical formation

Peroxy radical generation

Peroxy radical generation mechanism

Peroxy radical isomerization

Peroxy radical reaction with

Peroxy radical scavenger

Peroxy radical self-reactions

Peroxy radicals

Peroxy radicals INDEX

Peroxy radicals Peroxyacetyl nitrate

Peroxy radicals alkylperoxy

Peroxy radicals benzylperoxy

Peroxy radicals butylperoxy

Peroxy radicals chemical conversion

Peroxy radicals computer simulations

Peroxy radicals elimination reactions

Peroxy radicals epoxidation

Peroxy radicals hydrogen atom transfer from

Peroxy radicals hydroperoxides

Peroxy radicals ketone

Peroxy radicals reaction rate constants

Peroxy radicals reactions

Peroxy radicals reactions with organic compounds

Peroxy radicals reactivities

Peroxy radicals rearrangements

Peroxy radicals sources

Peroxy radicals spectroscopy

Peroxy radicals structures, cyclic

Peroxy radicals, chain termination

Peroxy radicals, disproportionation

Peroxy radicals, initiation

Peroxy radicals, initiation kinetics

Peroxy radicals, interaction

Peroxy reaction

Peroxy rearrangement

Peroxy species

Peroxy species (including hydrogen peroxide

Peroxy sulfate

Peroxy trifluoroacetic acid

Peroxy zwitterions

Peroxy-catalysed

Peroxy-derivatives

Peroxy-radical cation, triplet oxygen reactions

Peroxy-type radicals

Potassium peroxy disulfate

Potassium peroxy monosulfate

Protein-peroxy radical

Pulegone peroxy acid

Rate constant peroxy radical with

Reaction with peroxy esters

Reactions of peroxy radicals with polyfunctional molecules

Reactivities of peroxy radicals toward

Rearrangements of peroxy radicals

Ring closures of peroxy radicals

Self-reactions of peroxy radicals

Structure and Molecular Motion of Peroxy Radicals in Polymer Matrices

Structure organic peroxy compounds

Sulfides reaction with peroxy acids

Superoxide, Peroxy Radicals and Peroxynitrite

Tert-butyl peroxy

Tert-butyl peroxy benzoate

Tert-butyl peroxy-2-ethylhexanoate

Tocopherol reaction with peroxy radical

Trichloromethyl peroxy

Trichloromethyl peroxy radical

Trifluoromethyl peroxy

Unsaturated hydroperoxides, peroxy

Unsaturated hydroperoxides, peroxy radicals from

Vinyl peroxy

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