Showing papers on "Cyclohexanone published in 1971"
TL;DR: It is suggested that the adipate may be further dissimilated by beta-oxidation after it was found that in-caprolactone and 6-hydroxycaproate were oxidized very slowly and adipate not all.
Abstract: 1. Nocardia globerula CL1, isolated by enrichment on cyclohexanol and grown with it as carbon source, oxidized it with a Qo2 of 39μl/h per mg dry wt. and the overall consumption of 2.2μmol of oxygen/mol of substrate. Cyclohexanone, 2-hydroxycyclohexan-1-one dimer and cyclohexane-1,2-dione were oxidized with Qo2 values similar to that for cyclohexanol whereas ∈-caprolactone and 6-hydroxycaproate were oxidized very slowly and adipate not all. 2. Disrupted cell suspensions could not be shown to catalyse the conversion of cyclohexanol into cyclohexanone. 3. A cyclohexanol-induced cyclohexanone oxygenase (specific activity 0.55μmol of NADPH oxidized/min per mg of protein) catalysed the consumption of 1mol of NADPH and 1mol of O2 in the presence of 1mol of cyclohexanone. NADPH oxidation did not occur under anaerobic conditions. The only detected reaction product with 25000g supernatant was 6-hydroxycaproate. 4. Extracts of cyclohexanol-grown cells contained a lactone hydrolase (specific activity 15.6μmol hydrolysed/min per mg of protein), which converted ∈-caprolactone into 6-hydroxycaproate. 5. Incubation of 6-hydroxycaproate with 25000g supernatant in the presence of NAD+ resulted in NAD+ reduction under anaerobic conditions, oxygen consumption under aerobic conditions and the conversion of 6-hydroxycaproate into adipate. 6. Cyclohexanone oxygenase fractions devoid of ∈-caprolactone hydrolase catalysed the stoicheiometric formation of ∈-caprolactone from cyclohexanone in the presence of excess of NADPH. 7. The reaction sequence for the oxidation of cyclohexanone by N. globerula CL1 is: cyclohexanol → cyclohexanone → ∈-caprolactone → 6-hydroxycaproate → adipate. 8. It is suggested that the adipate may be further dissimilated by β-oxidation.
74 citations
TL;DR: Several compounds formed by the acid-catalyzed condensation of cyclohexanone with furan and pyrrole have been identified and identified as discussed by the authors, and a previously-reported structure for one of the products of the condensation has been revealed.
Abstract: Several compounds formed by the acid-catalyzed condensation of cyclohexanone with furan and pyrrole have been isolated and identified. A previously-reported structure for one of the products of the...
42 citations
TL;DR: The copolymerization of isoprene, butadiene, and other conjugated dienes with maleic anhydride was readily initiated in polar solvents by conventional free radical catalysts, including peroxides, hydroperoxides and azobisisobutyronitrile, at high concentrations or at temperatures at which the catalyst had a half-life of 1 hr or less and the total reaction time was 0.5-1 hr.
Abstract: The copolymerization of isoprene, butadiene, and other conjugated dienes with maleic anhydride was readily initiated in polar solvents by conventional free radical catalysts, including peroxides, hydroperoxides, and azobisisobutyronitrile, at high concentrations or at temperatures at which the catalyst had a half-life of 1 hr or less and the total reaction time was 0.5-1 hr. Decreasing the reaction temperature or the rate of catalyst addition resulted in increased yields of Diels-Alder adduct and decreased yields of copolymer. The molecular weight decreased as the temperature increased. Dioxane and tetrahydrofuran peroxides, obtained by the passage of oxygen or UV irradiation in air, also initiated the copolymerization. The soluble diene-maleic anhydride copolymers were equimolar and alternating, had [n] 0.1-6 (cyclohexanone) and contained 75-95% 1,4 structure according to ozonolysis, titration with IC1 and NMR. The IR spectrum of the butadiene–maleic anhydride copolymer indicated 75-95% cis-1,4,...
34 citations
28 citations
TL;DR: In this article, two batch techniques have been applied using the molecular sieve suspended in the reaction mixture at 0° or room temperature, where the outer surface of the sieve catalyzes the acetal formation whereas the inner surface selectively adsorbs the water formed.
Abstract: Acetals can be prepared in high yield from the corresponding aldehydes or ketones and alcohols using molecular sieves to shift the equilibria by adsorption of the water formed. Examples include acetals of acetone, cyclohexanone, iso-butyraldehyde, and benzaldehyde.
Two batch techniques have been applied using the molecular sieve suspended in the reaction mixture at 0° or room temperature.
The first method involves the use of dual-function proton-exchanged molecular sieves type Zeolon 500, AW 500, or mordenite. The outer surface of the sieve catalyzes the acetal formation whereas the inner surface selectively adsorbs the water formed.
According to the second procedure molecular sieve and catalyst p-toluene-sulfonic acid are added to the reaction mixture. In this case proton exchange between catalyst and sieve occurs which appeared to be fast with the molecular sieves types KA and NaA, much less pronounced with the types CaA, Zeolon 500, and AW 500. All these sieves however can be used because of the high rate of acetal formation. With KA and CaA essentially quantitative conversions are obtained within a few minutes.
27 citations
TL;DR: In this paper, the roles of oxypalladation adducts and π-cyclohexenylpalladium complexes in cyclohexene and cyclohexa-1,4-diene reactions are discussed.
Abstract: Cyclohexene, cyclohexa-1,3-diene, and cyclohexa-1,4-diene react rapidly with palladium acetate in acetic acid solution to yield benzene. The reaction has a heterogeneous catalytic step since it depends on palladium metal formed in the system. The metal is slightly hydrided and is a very efficient disproportionation catalyst. Both HClO4 and NaOAc promote oxidation at the expense of disproportionation. Similar oxidations of cyclohexanone or hydroxy-cyclohexenes give phenol while acetoxy-cyclohexenes yield mixtures of phenyl acetate and benzene. In 0·5M-HClO4 there is a competing very fast oxidation that yields cyclohexanone, cyclohex-1-en-1-yl acetate, and cyclohex-3-en-1-yl acetate from cyclohexene. In the presence of oxygen, cyclohexene undergoes a slow palladdium acetate-catalysed homogeneous oxidation to yield cyclohex-2-en-1-yl acetate. A concurrent free-radical process yields cyclohex-2-en-1-ol and cyclohex-2-en-1-one. Cyclohexa-1,3-diene is oxidised rapidly by oxygen in the presence of Pd(OAc)2 giving a complex mixture of products, the main one being cyclohex-2-ene-1,4-diol diacetate. Under similar homogeneous conditions, cyclohexa-1,4-diene gives benzene, cyclohex-4-ene-1,3-diol diacetate, and Pd2(C6H8)(OAc)2 as a by-product. The palladium acetate-catalysed oxidation of cyclohexene, cyclohexa-1,3-diene, and cyclohexa-1,4-diene by benzoquinone yields cyclohex-2-en-1-yl acetate, cyclohex-2-ene-1,4-diol diacetate, and cyclohex-4-ene-1,3-diol diacetate respectively with benzene, also, from cyclohexa-1,4-diene. The roles of oxypalladation adducts and π-cyclohexenylpalladium complexes in these reactions are discussed.
20 citations
Patent•
20 Dec 1971TL;DR: PyrocatECHOL and its MONOETHERS were prepared by deHYDROGENATING the CORRESPONDING CYCLOHEXANONE COMPOUNDS OVER PALLADIUM ON A LITHIUM-ALUMINUM SPINEL CARRIER at TEMPERATURES OF 150* C. TO 300*C as mentioned in this paper.
Abstract: PYROCATECHOL AND ITS MONOETHERS ARE PREPARED BY DEHYDROGENATING THE CORRESPONDING CYCLOHEXANONE COMPOUNDS OVER PALLADIUM ON A LITHIUM-ALUMINUM SPINEL CARRIER AT TEMPERATURES OF 150* C. TO 300*C.
11 citations
TL;DR: In this paper, the treatment of 3-hydroxy-N-methylphenethylamine with benzaldehyde, 4-chlorobenzaldehyde, phenylpropionaldehyde, cyclohexanone, and cyclopentanone in ethanol afforded the corresponding 1-aryl- and 1-spirocyloalkano-1,2,3,4-tetrahydro-2-methyl isoquinolines, respectively.
Abstract: The treatment of 3-hydroxy-N-methylphenethylamine (5) with benzaldehyde, 4-chlorobenzaldehyde, phenylpropionaldehyde, cyclohexanone, and cyclopentanone in ethanol afforded the corresponding 1-aryl- and 1-spirocyloalkano-1,2,3,4-tetrahydro-2-methylisoquinolines(7), (8), (9), (11), and (12), respectively. Furthermore, the above isoquinoline cyclisation was found to occur in basic media such as pyridine and triethylamine.
11 citations
TL;DR: In this paper, the authors reported that cobalt trisacetylacetonate is an effective redox initiator for the polymerization of methacrylate in the presence of carbon tetrachloride and zirconocene dichloride.
10 citations
01 Oct 1971
9 citations
TL;DR: The length of the S ⋯ O intramolecular contact in 2-(5-phenyl-1,2-dithiole-3-ylidene)-cyclohexanone (II) was determined by X-ray diffraction as mentioned in this paper.
Abstract: The length of the S ⋯ O intramolecular contact [2·255(8)A] in 2-(5-phenyl-1,2-dithiole-3-ylidene)cyclohexanone (II) as determined by X-ray diffraction supports a distance vs. infrared spectral correlation for compounds with S ⋯ O (ketone) intramolecular contacts.
TL;DR: The kinetics of dissolution of five fractions of commercial polyvinyl chloride in cyclohexanone was studied at temperatures from 20 to 70°C in this paper, and it was found that the apparent activation energy for the swelling process lies in the range 9 − 14 kcal/mole and the activation energy of the dissolution diffusion process in the ranges 8 − 12 kcal /mole, indicating that the chain ends are more important in determining the dissolution rate than the centers of the polymer chains.
Abstract: The kinetics of dissolution of five fractions of commercial poly(vinyl chloride) in cyclohexanone was studied at temperatures from 20 to 70°C. Good agreement was observed between the experimental results and equations expressing the dependence of the induction periods and the rates of dissolution on temperature and molecular weight. It was found that the apparent activation energy for the swelling process lies in the range 9–14 kcal/mole and the apparent activation energy for the dissolution diffusion process in the range 8–12 kcal/mole. The apparent dependence of activation energies on number-average molecular weight indicates that the chain ends are more important in determining the dissolution rate than the centers of the polymer chains.
Patent•
29 Jul 1971TL;DR: In this paper, a process for the preparation of.epsilon-caprolactone is described, in which cyclohexanone reacts with perpropionic acid at a temperature of about 10 to 80°C to form a reaction mixture consisting essentially of polysilicon, propionic acid, and organic solvent.
Abstract: OF THE DISCLOSURE A process for the preparation of .epsilon.-caprolactone comprising: a) reacting cyclohexanone with a solution of perpropionic acid in an organic solvent at a molar ratio of cyclohexanone;perpropionic acid of about 1.1-5:1 at a temperature of about 10 to 80°C to form a reaction mixture consisting essentially of .epsilon.-caprolactone, propionic acid and organic solvent, b) distilling the reaction mixture from (a) in a first distillation unit to obtain a distillate comprising the organic solvent and a distillation residue, c) introducing the distillation residue from (b) at a point into a second distillation unit to obtain a distillate comprising propionic acid and unreacted cyclohexanone, removing from the second distillation unit, separately from one another and at a point below the point of intro-duction into the second distillation unit, .epsilon.-caprolactone and any high-boiling constitutents, and, d) distilling in a third distillation unit the distillate from (c) to obtain a distillate con-sisting essentially or propionic acid and a distillation residue comprosing a mixture of propionic acid and cyclohexanone.
TL;DR: A series of optically active mandelic acids have been prepared, including the 3,4-methylenedioxy-, the 3-methoxy-, and the 2-bromo-compounds which do not appear to have been resolved previously as discussed by the authors.
Abstract: A series of optically active mandelic acids has been prepared, including the 3,4-methylenedioxy-, the 3-methoxy-, and the 2-bromo-compounds which do not appear to have been resolved previously. These acids [(Ia–f) and (III)] were converted by the action of cyclohexanone into the corresponding 3-aryl-1,4-dioxaspiro[4,5]decan-2-ones [dioxolanones (IVa–f) and (V)]. Comparisons of the signs of the experimentally observed Cotton effects with those predicted by application of the lactone sector rule give good agreement. The acids were also reduced by aluminium lithium hydride to the corresponding glycols, which yielded when treated with cyclohexanone the 2-aryl-1,4-dioxaspiro[4,5]decanes [dioxolans (Xa, b, and e) and (XI)]. The dioxolan structures provide a skeletal background which shows up more clearly the Cotton effects associated with the lactone keto-group. The changes in o.r.d. characteristics of phenylethylene glycol on successive methylation of the hydroxy-groups were also recorded.
TL;DR: In this paper, 2-Arylcyclohexanones have been synthesised by the benzyne reaction of o-substituted halogenobenzenes with cyclo-hexanone or its enamine in the presence of sodium amide in tetrahydrofuran or in secondary cyclic amines.
Abstract: 2-Arylcyclohexanones have been synthesised by the benzyne reaction of o-substituted halogenobenzenes with cyclohexanone or its enamine in the presence of sodium amide in tetrahydrofuran or in secondary cyclic amines.
Patent•
01 Mar 1971TL;DR: In this paper, a DIBASIC-ACID MIXTURE COMPRISING ADIPIC ACID and SUCCinic ACID is presented to an EXTRACTION OPERATION wherein use is made of an exTRACTANT system COMPRSING WATER and CYCLOHEXANONE and/or CYCLohexanol.
Abstract: A DIBASIC-ACID MIXTURE COMPRISING ADIPIC ACID AND SUCCINIC ACID IS SUBJECTED TO AN EXTRACTION OPERATION WHEREIN USE IS MADE OF AN EXTRACTANT SYSTEM COMPRISING WATER AND CYCLOHEXANONE AND/OR CYCLOHEXANOL THEREBY TO CAUSE PREFERENTIAL EXTRACTION OF ADIPIC ACID INTO AN ORGANIC PHASE.
TL;DR: For example, Co3+ as discussed by the authors ) is a two-tier system that combines Co3 + Co2+ with RH2+ to achieve a 2.2-kt ratio.
Abstract: シクロヘキサノンの液相空気酸化におけるコバルトカルボン酸塩の触媒効果について速度論的な研究を行なった。アゾビスイソブチロニトリルを開始剤とするシクロヘキサノン酸化の連鎖長は短かく, kp が小さく kp が大きいことを示した。デカン酸コバルトを触媒とすると, シクロヘキサノンの酸化速度は限界酸化速度 kp2(RH)2/2ktを超えないので, 主な触媒効果はヒドロペルオキシドの分解にあるのであろう。しかし, シクロヘキサノンに酢酸を添加すると, コバルト塩の触媒効果は 100 倍に増加し, 酸化速度は限界速度をはるかに超えた。可視スペクトルによればコバルトイオンの約 90% は3価の状態を示した。酸素の非存在下においてシクロヘキサノンによる3価のコバルトイオンの消失速度は, トルエンの場合とまったく同様であり, 次式に従い, 活性化エネルギーは 26kcal/mol であった。-d(co3+)/dt=k(Anon)(Co3+)2/(Co2+)コバルト触媒によるシクロヘキサコバノンの自動酸化の律速段階は酢酸溶液中では, Co3+ の消失速度が酸素吸収速度と良く対応するので, Co3+とシクロヘキサノンの反応にあると結論した。
Patent•
08 Mar 1971TL;DR: A process for the formation of 2,6-diphenylphenol involving the autocondensation of cyclohexanone with itself to form a mixture of cyclic ketones containing a tricyclic ketone fraction is described in this article.
Abstract: A process for the formation of 2,6-diphenylphenol involving the autocondensation of cyclohexanone with itself to form a mixture of cyclic ketones containing a tricyclic ketone fraction and the dehydrogenation of the tricyclic ketone fraction to form 2,6-diphenylphenol. The process is characterized by reaction conditions permitting the formation of 2,6-diphenylphenol on a commercial scale that is free of impurities and suitable for many new applications requiring high purity as synthesis of drugs, plastics and the like.
Patent•
28 Jan 1971
TL;DR: In this article, the main portion of the adipic acid present is crystallized out, the HNO3 soln. is evaporated, the residue is vapourised, the succinic acid is dehydrated to succinic anhydride, the glutaric acid to glutaraic anhyd.
Abstract: The mixtures derive from the oxidn. of cyclohexanol and/or cyclohexanone with HNO3 in the presence of catalysts. The main portion of the adipic acid present is crystallised out, the HNO3 soln. is evaporated, the residue is vapourised, the succinic acid is dehydrated to succinic anhydride, the glutaric acid to glutaric anhyd. and the anhydrides are distilled. The above residue is vapourised at normal press. with an inert gas stream at 200-500 degrees C, the vapour is led, at normal press., over a large surface area suitable silicic acid-containing material at 200-300 degrees C esp. 220-260 degrees C and the resulting prod. is fractionated. The top fraction is separated into glutaric acid and succinic anhydride by a 2nd fractionation after condensation and sepn. of the inert gas. The residue of the 1st fractionation and the metal containing residue from the vapourisation with the inert gas are dissolved in HNO3 and the resulting, optionally filtered, soln. is returned to the HNO3-oxidn. Advantages are economy and high yields.
TL;DR: In this paper, a diastereoisomeric mixture of IX or XVIII was obtained in the case of cyclohexanone or DMSO, while a 2-cyclopentylidene cyclopentanone was also formed by reaction of I with 2-cyclopentyl-idene (cyclohexane cyclopentinanone), and the reaction pathway on formation of Xa and Xb was inferred.
Abstract: 4-Cyano- or 4-alkyl-7-hydroxy tetrahydroisoquinolines (V or VI-X, XII, XVIII) were obtained by reaction of 4, 7-diacetate (I) with potassium cyanide or nitromethane-K2CO3 in aqueous solution or with active methylene compounds (malononitrile, acetophenone, cyclohexanone, cyclopentanone, diethyl malonate or dimethylsulfoxide (DMSO) in anhydrous solution (tert-BuOH-KO-tert-Bu, C6H6-NaH or DMSO-NaH). While a diastereoisomeric mixture of IX or XVIII was obtained in the case of cyclohexanone or DMSO, two kinds of diastereoisomer, Xa and Xb (also formed by reaction of I with 2-cyclopentylidene cyclopentanone), could be isolated in the case of cyclopentanone. With respect to diethyl malonate, the reaction afforded 7-acetoxy- and 7-hydroxy-4-alkyl compound (XI and XII). Furthermore, the reaction pathway on formation of XI was inferred.
TL;DR: In this paper, the reaction of thujopsene with gaseous hydrogen bromide at low temperature affords a 48% yield of neopentyl type bromides.
Abstract: The reaction of thujopsene with gaseous hydrogen bromide at low temperature affords a 48% yield of neopentyl type bromide. The reactivity of the homoallyl bromide was inspected. First, the neopentyl type bromide was derived to a diethyl widdryl malonate in order to demonstrate the reaction which indicates the involvement of homoallylcyclopropylcarbinyl ion system. The malonate was converted to a carboxylic acid and then to isomeric lactone. To demonstrate the reaction which suggests the retention of carbon frame work in the reaction, the reaction of the neopentyl bromide was extended to Grignard reaction. The Grignard reagent reacted with cyclohexanone gave a tertiary alcohol, whereas a dimeric hydrocarbon was also obtained through the Wurtz type condensation. The tertiary alcohol was converted to a dehydrated hydrocarbon and then a glycol.
Patent•
21 Sep 1971
TL;DR: In this article, a polyimide of a 3,4-dicarboxy-1,2,3,4,tetrahydro-1-naphthalene succinic dianhydride and a diprimary diamine is presented.
Abstract: A composition of matter comprising a solution of a polyimide of a 3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinic dianhydride and a diprimary diamine in the presence of a mixture of solvents comprising butyrolactone and a ketone selected from the group consisting of acetophenone, isopharone, benzophenone propiophenone and cyclohexanone in certain proportions and solids.
TL;DR: In this article, total synthesis of two ketones, (±)-fukinone (3) and (+)-hydroxyeremophilone (1), members of the non-isoprenoid eremophilane family of bicyclic sesquiterpenes, are described.
Abstract: Stereospecific total syntheses of two ketones, (±)-fukinone (3) and (+)-hydroxyeremophilone (1), members of the non-isoprenoid eremophilane family of bicyclic sesquiterpenes, are described. The former synthesis begins with a cyclohexanone, which is annelated, and the latter with a bicyclic ketone of known absolute configuration.
TL;DR: In this article, it was shown that a vinyl monomer initiated by manganese carbonyl in association with trichloroacetate is followed by a prolonged after-effect if a suitable solvent is present, e.g., acetylacetone or cyclohexanone.
Abstract: Photopolymerization of a vinyl monomer initiated by manganese carbonyl in association with ethyl trichloroacetate is followed by a prolonged after-effect if a suitable solvent is present, e.g., acetylacetone or cyclohexanone; the observations are consistent with unsymmetric fission of Mn2(CO)10 on photolysis, and subsequent reaction of one fragment [Mn(CO)6] with solvent to give a species of relatively long life which generates radicals by reaction with the halide.
TL;DR: A field method is described for determining either cyclo hexanone or methylcyclohexanone vapour in air at concentrations up to 400 and 920 mg m–3, respectively.
Abstract: A field method is described for determining either cyclohexanone or methylcyclohexanone vapour in air at concentrations up to 400 and 920 mg m–3, respectively. The vapour of the ketone is collected in water and then coupled with the diazonium salt of H-acid. The two ketones form similar colours and the concentration of each can be determined by comparing the intensity of the colour produced with a series of permanent colour standards common to both. The procedure is simple and the time required for a complete analysis is about 25 minutes.
Patent•
31 Jul 1971
TL;DR: In this paper, cyclohexanone is obtained by a continuous liquid phase oxidation at 130-180 degrees C using pure O2 or a mixture containing 30-40% O2.
Abstract: Cyclohexanone and cyclohexanone are obtained by a continuous liquid phase oxidation of cyclohexane at 130-180 degrees C using pure O2 or a mixture containing esp. 30-40% O2. If conversion is 0.1-2% yield is ca. 90% and side reactions are minimised. Heat generated by the reaction and obtained from compression energy in the distillation is removed at the highest possible temp.
Patent•
08 Jul 1971
TL;DR: The gas phase reaction at pref. 120-180 degrees C utilises a catalyst contg 0.1-5% Pt metal on active alumina support and 5-50% alkaline earth hydroxide and/or oxide as mentioned in this paper.
Abstract: The gas phase reaction at pref. 120-180 degrees C utilises a catalyst contg 0.1-5% Pt metal on active alumina support and 5-50% alkaline earth hydroxide and/or oxide. Specif. area is >110 m2/g and >40% of pores are 100-500 A. The catalyst is simple to prepare, has a long life, low Pt content and high selectivity.
TL;DR: In this article, the mechanisms of the oxidative degradation of salicylatobis(ethylenediamine)cobalt(III) ion to oxalatibis (ethylene-diamine), cobalt ion with acid permanganate has been investigated by 14C-labelling of specific positions in the aromatic ring.
Abstract: The mechanisms of the oxidative degradation of salicylatobis(ethylenediamine)cobalt(III) ion to oxalatobis(ethylene-diamine)cobalt(III) ion with acid permanganate has been investigated by 14C-labelling of specific positions in the aromatic ring. The stoicheiometry of this reaction has also been studied. A convenient aromatisation of cyclohexanone to phenol is described.
Patent•
16 Feb 1971TL;DR: In this article, 2,2,6-trichlorocyclohexanone is used in the preparation of o-chlorophenol, which is useful in the synthesis of o-(2.2, 6)-chlorophenols.
Abstract: Cyclohexanone, 2-chlorocyclohexanone, 2,2-dichlorocyclohexone, or 2,6-dichlorocyclohexanone is chlorinated to form 2,2,6-trichlorocyclohexanone in the presence of an inert saturated hydrocarbon, an inert saturated halogenated hydrocarbon, an inert saturated carboxylic acid, or 2,2,6-trichlorocyclohexanone. 2,2,6-Trichlorocyclohexanone is useful in the preparation of o-chlorophenol.
Patent•
24 Feb 1971
TL;DR: In this paper, a liquid mixture of 1,1 1 -peroxydicyclohexylamine, cyclohexanone, and a liquid hydrocarbon is described.
Abstract: 1,223,571. 1,1 1 -Peroxycyclohexylamine compositions. BP CHEMICALS (UK) Ltd. 5 Nov., 1969 [13 Sept., 1968], No. 43572/68. Heading C2C. The invention comprises a liquid mixture of 1,1 1 - peroxydicyclohexylamine, cyclohexanone and a liquid hydrocarbon. Suitable hydrocarbons are, for example, toluene, xylene, cycloalkanes and alkams, such as those contained in light petroleum fractions, boiling in the range 100-160‹ C. The hydrocarbon stabilizes the mixture of 1,1 1 -peroxydicyclohexylamine and cyclohexanone, such as is obtained by the reaction of cyclohexanone, hydrogen peroxide and ammonia. The hydrocarbon is preferably present in the stabilized mixture in a concentration of 5-50% by weight. The hydrocarbon may be removed, when required, from the mixture by distillation under reduced pressure.