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Cas Database

431-03-8

431-03-8

Identification

  • Product Name:2,3-Butanedione

  • CAS Number: 431-03-8

  • EINECS:207-069-8

  • Molecular Weight:86.0904

  • Molecular Formula: C4H6O2

  • HS Code:29141990

  • Mol File:431-03-8.mol

Synonyms:Biacetyl,Diacetyl;2,3-Butanedione;2,3-Diketobutane;Dimethylglyoxal;

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Safety information and MSDS view more

  • Pictogram(s):FlammableF, HarmfulXn

  • Hazard Codes:F,Xn

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapourH302 Harmful if swallowed H315 Causes skin irritation H317 May cause an allergic skin reaction H318 Causes serious eye damage H331 Toxic if inhaled H373 May cause damage to organs through prolonged or repeated exposure

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse skin with plenty of water or shower. In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Rinse mouth. Give one or two glasses of water to drink. Seek medical attention if you feel unwell. Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control may cause pollution. (ERG, 2016) Immediate First Aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention.

  • Fire-fighting measures: Suitable extinguishing media Suitable extinguishing media: For small (incipient) fires, use media such as "alcohol" foam, dry chemical, or carbon dioxide. For large fires, apply water from as far as possible. Use very large quantities (flooding) of water applied as a mist or spray; solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Excerpt from ERG Guide 127 [Flammable Liquids (Water-Miscible)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. (ERG, 2016) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Remove all ignition sources. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking liquid in covered containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Wear respiratory protection. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Fireproof. Store in an area without drain or sewer access. Separated from : see Chemical Dangers.Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Recommended storage temperature 2 - 8°C. Storage class (TRGS 510): Flammable liquids.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:Usbiological
  • Product Description:2,3-Butanedione
  • Packaging:1g
  • Price:$ 403
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:2,3-Butanedione
  • Packaging:100ml
  • Price:$ 95
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  • Manufacture/Brand:TRC
  • Product Description:2,3-Butanedione
  • Packaging:5ml
  • Price:$ 65
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Diacetyl >98.0%(GC)
  • Packaging:25mL
  • Price:$ 21
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Diacetyl >98.0%(GC)
  • Packaging:100mL
  • Price:$ 50
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Diacetyl >98.0%(GC)
  • Packaging:500mL
  • Price:$ 109
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Dimethylglyoxal
  • Packaging:500 mL
  • Price:$ 135
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Dimethylglyoxal
  • Packaging:100 mL
  • Price:$ 64
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Diacetyl for synthesis. CAS 431-03-8, chemical formula CH COCOCH ., for synthesis
  • Packaging:8035280002
  • Price:$ 27.7
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2,3-Butanedione 97%
  • Packaging:5ml
  • Price:$ 46.2
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Relevant articles and documentsAll total 158 Articles be found

-

Nakagawa et al.

, p. 269,273,274 (1960)

-

Pound

, p. 1449 (1947)

-

Waters

, (1947)

-

Models for Oxygenases That Catalyze the Cleavage of Carbon-Carbon Bonds: Kinetics and Mechanism of the Decomposition of 2,3-Dimethyl-3-peroxyindolenines in Aqueous Solution

Fraser, Mark S.,Hamilton, Gordon A.

, p. 4203 - 4211 (1982)

At 41 deg C in aqueous solution, 2,3-dimethyl-2-(hydroperoxy)indolenine (6) and 2,3-dimethyl-3-(methylperoxy)indolenine (7) react according to first-order kinetics to give, depending on pH, o-acetamidoacetophenone (8), 2,3-butanedione (biacetyl), or a mixture of the two in virtually quantitative yield.The pH-rate and product profiles obtained with 6 and 7 show some similarities but are not identical.With 7 as reactant the rate constant for formation of each product is characterized by a bell-shaped curve, the half-maximum points being at ca. pH 2.2 and 6 for biacetyl formation and at 6 and 7.5 for the formation of 8.Compound 6 reacts more rapidly and over a broader pH range; the overall ferst-order rate constant is at a maximum and relatively constant from pH 4 to 10, but it decreases at low and high pH.Above pH 7, 8 is the only product, but a mixture of 8 and biacetyl are formed at lower pHs.The pKas of protonated 6 and 7 were found to be 2.28 and 2.18 respectively.Studies with 18O-labeled 6 indicate that at pH 4 8 is formed with essentially 100percent of the amide group labeled, but at higher pHs, the amount of unlabeled oxygen in this position increases to a maximum of 50percent at pHs 9 to 12.6.The results with 7 can be quantitatively rationalized in terms of a mechanism that involves cis and trans isomers of a carbinolamine (formed by hydration of 7) as important intermediates.Both geometric isomers can give biacetyl through a ring-opened intermediate that undergoes a carbon to oxygen migration of the aryl group.Only one geometric isomer can give 8, apparently by rapid decomposition of the alkoxide formed from the intermediate carbinolamine.The reaction of 6 is too complex to be able to fit the data quantitatively to a particular reaction mechanism, but qualitative considerations indicate that 8 can be formed from 6 by three different mechanisms that all seem to be competing under the reaction conditions.The relevance of these findings to related enzymic reactions is briefly considered.

AZIRINYL AND DIAZIRINYL (CHLORIDE) ION PAIRS AS INTERMEDIATES

Krogh-Jespersen, Karsten,Young, Claire M.,Moss, Robert A.,Wiostowski, Marek

, p. 2339 - 2342 (1982)

Both ab initio calculations and experimental observations support the intermediacy of diazirinyl or azirinyl cation-chloride anion pairs in transformations (1), (2), and (4).

KINETICS AND MECHANISM OF THE OXIDATION OF SOME ALIPHATIC KETONES BY N-BROMOACETAMIDE IN ACIDIC MEDIA

Singh, Bharat,Saxena, B. B. L.,Samant, A. K.

, p. 3321 - 3324 (1984)

Kinetics of the oxidation of methyl ethyl ketone (MEK) and diethyl ketone (DEK) by N-bromoacetamide (NBA) have been studied in perchloric acid media in the presence of mercuric acetate.A zero order dependence to NBA and a first-order dependence to both ketones and H(1+) have been observed.Acetamide, mercuric acetate and sodium perchlorate additions have negligible effect while addition of acetic acid has a positive effect on the reaction rate.A solvent isotope effect (K0D2O/k0H2O=2.1-2.4 and 2.2-2.5 for MEK and DEK, respectively) has been obsvered at 40 deg C.Kinetic investigations have revealed that the order of reactivity is MEK > DEK.The rates were determined at four different temperatures and the activation parameters were evaluated.The main product of the oxidation is the corresponding 1,2-diketone.A suitable mechanizm consistent with the above observations has been proposed.

-

Avery,Cvetanovic

, p. 3727 (1965)

-

Kinetics and mechanism of the tropospheric reaction of 3-hydroxy-3-methyl- 2-butanone with Cl atoms

Sleiman,El Dib,Ballesteros,Moreno,Albaladejo,Canosa,Chakir

, p. 6163 - 6170 (2014)

The relative rate coefficient for the gas-phase reaction of 3-hydroxy-3-methyl-2-butanone (3H3M2B) with Cl atoms was determined under atmospheric conditions (298 ± 2 K, 720 ± 2 Torr). The products of the reaction were identified and quantified. This work

-

Cvetanovic

, p. 775 (1956)

-

-

Michaelian,Hoecker,Hammer

, (1938)

-

Reaction Kitenics in Acetyl Chemistry over a Wide Range of Temperature and Pressure

Anastasi, Christopher,Maw, Paul R.

, p. 2423 - 2434 (1982)

The molecular modulation spectrometer has been used to study the complex chemical kitenics involed in acetyl radical chemistry.This has involved direct monitoring of both acetyl and methyl radicals in the same experiment and over a variety of temperatures (263 /1019 molecule cm-3 = 2.7) conditions.These measurements have been complemented by a non-linear least-squares analysis of the experimental data and simple product studies.Rate data on four reactions and the absorption cross-section of the acetyl radical at 223 nm have been determined in this way.Unimolecular rate theory, based on Kassel integrals, has been applied to the pressure-dependent formation and decay of the radical to extract limiting values for the rate constants at T = 303 and 343 K.

-

Ho et al.

, p. 1632,1633, 1634 (1975)

-

Synthesis of 2,3-butanedione over TS-1, Ti-NCl, TiMCM-41, Ti-Beta, Fe-Si, Fe-Beta and VS-1 zeolites

Beltramone, Andrea,Gomez, Marcos,Pierella, Liliana,Anunziata, Oscar

, p. 610 - 611 (2000)

The purpose of this work is the synthesis of 2,3-butanedione (diacetyl) by selective oxidation of 2-butanone (methyl ethyl ketone) in the presence of O2 and H2O2 30% as oxidants. All the tests were performed over several selective oxidation zeolite catalysts, synthesized and characterized in our laboratory.

Rate coefficients for the reaction of the acetyl radical, CH3CO, with Cl2 between 253 and 384 K

Gierczak,Rajakumar,Flad, Jonathan E.,Burkholder, James B.

, p. 543 - 553 (2009)

Rate coefficients, k, for the gas-phase reaction CH3CO + Cl 2 → products (2) were measured between 253 and 384 K at 55-200 Torr (He). Rate coefficients were measured under pseudo-first-order conditions in CH3CO with CHsub

Synthesis of Dialkyl- and Alkylacylrhenium Complexes by Alkylation of Anionic Rhenium Complexes at the Metal Center. Mechanism of a Double Carbonylation Reaction That Proceeds via the Formation of Free Methyl Radicals in Solution

Goldberg, Karen I.,Bergman, Robert G.

, p. 1285 - 1299 (1989)

The site of alkylation of salts of acylrhenates such as Li(1+)(1-) (1) can be controlled by adjusting the hardness of the alkylating agent.Thus, treatment of 1 with the hard alkylating agent (CH3)3OPF6 gives predominantly the clssical Fischer carbene complex Cp(CO)2Re=C(OCH3)(CH3) (2), whereas reaction with the softer electrophile CH3I leads almost exclusively to the new metal-alkylated complex Cp(CO)2Re(CH3)(COCH3) (3).The structure of 3 has been determined by X-ray diffraction.The availability of this material, a relatively rare example of astable alkylacylmetal complex, has provided an opportunity to study the products and mechanisms of its carbon-carbon bond-forming decomposition reactions.Thermally, the alkyl acyl complex undergoes simple reductive elimination, leading (in the presence of a metal-scavenging ligand L) to a quantitative yield of acetone and CpRe(CO)2(L).Photochemically, a more complicated reaction takes place, especially under 20 atm of CO, where CpRe(CO)3 and 2,3-butanedione are formed.Strikingly, irradiation of Cp(CO)2Re(CH3)2 (9) under 20 atm of CO gives products identical with those formed from 3.Labeling experiments using (13)CO and mixtures of acetyl- and propionylrhenium complexes are inconsistent with a mechanism involving simple migratory CO insertion followed by reductive elimination.They are, however, consistent with metal-carbon bond homolysis leading to methyl and acetyl radicals, followed by carbonylation of the methyl radicals to give a second source of acetyl radicals; these reactive intermediates then dimerize to give 2,3-butanedione.Confirmation of this mechanism was obtained by trapping all the initially formed radicals withhalogen donors.BrCCl3, proved to be much more efficient than CCl4 for this purpose: irradiation of alkyl acyl complex 3 in the presence of BrCCl3 diverted the reaction completely from 2,3-butanedione production, giving instead CH3Br, CH3COBr, Cp(CO)2Re(CH3)Br, and Cp(CO)2Re(CH3CO)Br.

-

Johlin

, p. 892 (1915)

-

-

Arnett et al.

, p. 2482,2483, 2485 (1962)

-

-

Spence,Wild

, (1937)

-

OXIDATION OF ALIPHATIC KETONES BY BROMAMINE-B: A KINETIC STUDY

Mahadevappa, D.S.,Mohan, K.,Ananda, S.

, p. 4857 - 4866 (1986)

The kinetics of oxidation of propan-2-one, butan-2-one, pentan-2-one, pentan-3-one and 4-methyl pentan-2-one by sodium N-bromobenzenesulphonamide or bromamine-B (BAB) in perchloric acid medium was studied at 30 deg C.The rate shows a first order dependence each on and +> and is independent of .Variation of ionic strength of medium and addition of the reaction product benzenesulphonamide have no effect on the rate and the dielectric effect is positive.The proposed mechanism involves acid catalysed enolisation of ketone in the rate limiting step followed by a fast interaction with the oxidant.This is supported by the magnitude of inverse solvent isotope effect of 1.62 +/- 0.01 observed in D2O medium.Activation parameters Ea, ΔH*, ΔS*, ΔG* and log A have been calculated by studying the reaction at different temperatures (293-309 K).

-

Sakuraba,Matsushima

, p. 911 (1972)

-

-

Gandini,Hackett

, p. 6195,6198 - 6204 (1977)

-

Iron complexes with nitrogen bidentate ligands as green catalysts for alcohol oxidation

Chàvez, Jennifer E.,Crotti, Corrado,Zangrando, Ennio,Farnetti, Erica

, p. 189 - 195 (2016)

The iron(II) complexes [Fe(N-N)3](OTf)2 (N-N = 2,2′- bipyridine, 1,10-phenanthroline and substituted derivatives) were employed as catalyst precursors for the oxidation of primary and secondary alcohols, including glycerol. The single-crystal structure of [Fe(bipy)3](OTf)2 was determined by X-ray crystallography.The catalytic reactions were performed using either H2O2 or tert-butilhydroperoxide (TBHP) as oxidating agent, in mild experimental conditions: with all catalysts employed, secondary alcohols were oxidized to the corresponding ketones with up to 100% yields, whereas other substrates gave lower conversions. Indications on the nature of the catalytically active species, which is probably formed via dissociation of a nitrogen ligand from the iron center, were obtained from NMR and ESI-MS spectra.

Atmospheric Chemistry of Selected Hydroxycarbonyls

Aschmann, Sara M.,Arey, Janet,Atkinson, Roger

, p. 3998 - 4003 (2000)

Using a relative rate method, rate constants have been measured at 296 ± 2 K for the gas-phase reactions of the OH radical with 1-hydroxy-2-butanone, 3-hydroxy-2-butanone, 1-hydroxy-3-butanone, 1-hydroxy-2-methyl-3-butanone, 3-hydroxy-3-methyl-2-butanone, and 4-hydroxy-3-hexanone, with rate constants (in units of 10-12 cm3 molecule-1 s-1) of 7.7 ± 1.7, 10.3 ± 2.2, 8.1 ± 1.8, 16.2 ± 3.4, 0.94 ± 0.37, and 15.1 ± 3.1, respectively, where the error limits include the estimated overall uncertainty in the rate constant for the reference compound. Rate constants were also measured for reactions with NO3 radicals and O3. Rate constants for the NO3 radical reactions (in units of 10-16 cm3 molecule-1 s-1) were 1-hydroxy-2-butanone, 3 were observed, and upper limits to the rate constants of -19 cm3 molecule-1 s-1 were derived for all six hydroxycarbonyls. The dominant tropospheric loss process for the hydroxycarbonyls studied here is calculated to be by reaction with the OH radical.

Photoinduced generation of 2,3-butanedione from riboflavin

Jung, Mun Yhung,Oh, Young Seok,Kim, Dae Keun,Kim, Hyun Jung,Min, David B.

, p. 170 - 174 (2007)

The volatile compound formation from riboflavin solution of a phosphate buffer (0.1 M, pH 6.5) under light for 15 h was studied by SPME-GC and SPME-GC/MS analysis. Only one major compound in the riboflavin solution was formed and increased as the light exposure time increased. The light-exposed riboflavin solution had a buttery odor. The compound of riboflavin solution under light was analyzed by gas chromatography and olfactometry. The major volatile compound eluted from the gas chromatograph had a buttery odor. The buttery odor compound was positively identified as 2,3-butanedione by a combination of gas chromatographic retention time, mass spectrum, and odor evaluation of authentic 2,3-butanedione. The addition of sodium azide, a singlet oxygen quencher, to riboflavin solution minimized the formation of the buttery odor compound. Singlet oxygen was involved in the formation of the buttery odor. The 2,3-butanedione was produced from the reaction between riboflavin and singlet oxygen. Singlet oxygen was formed from triplet oxygen by riboflavin photosensitization mechanism. This is the first reported oxidation reaction between riboflavin and singlet or triplet in food and biological systems.

-

Nodzu,Goto

, (1940)

-

Chemiluminescent aldehyde and β-diketone reactions promoted by peroxynitrite

Knudsen, Fernanda S.,Penatti, Carlos A. A.,Royer, Leandro O.,Bidart, Karine A.,Christoff, Marcelo,Ouchi, Denise,Bechara, Etelvino J. H.

, p. 317 - 326 (2000)

Peroxynitrite is shown here to promote the aerobic oxidation of isobutanal (IBAL) and 3-methyl-2,4-pentanedione (MP) in a pH 7.2 phosphate buffer into acetone plus formate and biacetyl plus acetate, respectively. These products are expected from dioxetane intermediates, whose thermolysis is known to be chemiluminescent (CL). Accordingly, the extent of total oxygen uptake by IBAL at different concentrations parallels the corresponding CL maximum intensities. The pH profile based on oxygen uptake data for the MP reaction matches the titration curve of peroxynitrous acid (pK(a) ~ 7), indicating that peroxynitrite anion is the oxidizing agent. Energy transfer studies with IBAL and the 9,10-dibromoanthracene-2-sulfonate ion, a triplet carbonyl detector, indicates that triplet acetone (τ = 19 μs) is the energy donor. It is postulated that IBAL- or MP-generated triplet carbonyls are produced by the thermolysis of dioxetane intermediates, which are formed by the cyclization of α-hydroperoxide intermediates produced by insertion of dioxygen into the IBAL or MP enolyl radicals, followed by their reduction. Accordingly, EPR spin-trapping studies with 3,5-dibromo-4- nitrosobenzenesulfonic acid (DBNBS) and 2-methyl-2-nitrosopropane (MNP) revealed the intermediacy of carbon-centered radicals, as expected for one- electron abstraction from the enol forms of IBAL or MP by peroxynitrite. The EPR data obtained with IBAL also reveal formation of the isopropyl radical produced by competitive nucleophilic addition of ONOO- to IBAL, followed by homolytic cleavage of this adduct and β-scission of the resulting Me2CHCH(O-)O·. Superstoichiometric formation of fragmentation products from IBAL or MP attests to the prevalence of an autoxidation chain reaction, here proposed to be initiated by one-electron abstraction by ONOO- from the substrate. This work reveals the potential role of peroxynitrite as a generator of electronically excited species that may contribute to deleterious and pathological processes associated with excessive nitric oxide and aldehyde production.

Photo-oxidations of Acetoin and Biacetyl catalyzed by Tetrabutylammonium Decatungstate(4-) in Acetonitrile under Excess of Oxygen

Nomiya, Kenji,Maeda, Katsunori,Miyazaki, Toshiaki,Miwa, Makoto

, p. 961 - 962 (1987)

Under an excess of oxygen, the photo-oxidation of acetoin catalysed by (NBu4)4(W10O32) and based on irradiation (λ > 300 nm) of the charge-transfer band in acetonitrile solution has been investigated.After irradiating for 30 h the products were biacetyl and acetic acid.The acetic acid was produced from both the acetoin and biacetyl.The rate constant for each path was determined by computer simulation.The production of biacetylis based on dehydrogenation of acetoin in conjunction with the redox cycle of (W10O32)4- attained by reaction with O2, whereas the production of acetic acid from biacetyl is based on the photoexcitation of biacetyl complexed with (W10O32)4- and subsequent reactions with O2 and water.

Blom

, p. 494 (1945)

-

Davis,Rogers,Thiel

, p. 558 (1939)

-

A study on the cataluminescence of propylene oxide on FeNi layered double hydroxides/graphene oxide

Li, Ming,Hu, Yufei,Li, Gongke

, p. 11823 - 11830 (2021/07/11)

In this work, FeNi layered double hydroxides/graphene oxide (FeNi LDH/GO) was prepared, which exhibits excellent selective cataluminescent performance towards propylene oxide. The selectivity and sensitivity of the cataluminescence (CTL) reaction were investigated in detail. Moreover, the catalytic reaction mechanism, including the intermediate products and the conversion of reactants to products, was discussed based on both the experimental and computational results. Furthermore, the proposed FeNi LDH/GO based CTL sensor was successfully applied for the determination of propylene oxide residue in fumigated raisins, which indicates extensive application potential for rapid food safety evaluation.

Sol-gel synthesis of ceria-zirconia-based high-entropy oxides as high-promotion catalysts for the synthesis of 1,2-diketones from aldehyde

Dinjar, Kristijan,Djerdj, Igor,Koj?inovi?, Jelena,Kukovecz, ákos,Markovi?, Berislav,Mileti?, Aleksandar,Nagy, Sándor Balázs,Sapi, Andras,Stenzel, David,Széchenyi, Aleksandar,Szenti, Imre,Tang, Yushu,Tatar, Dalibor,Varga, Gábor,Ziegenheim, Szilveszter

, (2021/10/20)

Efficient Lewis-acid-catalyzed direct conversion of aldehydes to 1,2-diketones in the liquid phase was enabled by using newly designed and developed ceria–zirconia-based high-entropy oxides (HEOs) as the actual catalysts. The synergistic effect of various cations incorporated in the same oxide structure (framework) was partially responsible for the efficiency of multicationic materials compared to the corresponding single-cation oxide forms. Furthermore, a clear, linear relationship between the Lewis acidity and the catalytic activity of the HEOs was observed. Due to the developed strategy, exclusively diketone-selective, recyclable, versatile heterogeneous catalytic transformation of aldehydes can be realized under mild reaction conditions.

Efficient production of adipic acid from 2-methoxycyclohexanone by aerobic oxidation with a phosphotungstic acid catalyst

Hatakeyama, Kosuke,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi

, p. 4962 - 4974 (2020/08/25)

Oxidative cleavage reaction of 2-methoxycyclohexanone (2-MCO) to adipic acid (AA) and methanol with O2 in water solvent was investigated. 2-MCO and AA are one of the lignin-based compounds produced via hydrogenation of guaiacol and an important monomer in industry, respectively. Various vanadium compounds and heteropolyacids were tested as homogeneous catalysts because vanadium compounds, especially phosphomolybdovanadic acids, have been known to be active in various oxidative cleavage reactions with O2. Simple vanadium-free phosphotungstic acid (H3PW12O40), which has not been regarded as an oxidation catalyst using O2 as the oxidant, showed good catalytic activity and excellent selectivity to AA. The carbon-based AA yield reached 74% (86% in molar basis) and this value was higher than those obtained with vanadium-based catalysts. A reuse test and 31P NMR confirmed that the H3PW12O40 catalyst was stable and reusable. Kinetic studies and the reaction test using a radical inhibitor suggested that the reaction mechanism is not auto-oxidation involving free radicals. Instead, the substrate was first activated by one-electron oxidation by H3PW12O40 catalyst and then reacted with O2.

Bioinspired oxidation of oximes to nitric oxide with dioxygen by a nonheme iron(II) complex

Bhattacharya, Shrabanti,Lakshman, Triloke Ranjan,Sutradhar, Subhankar,Tiwari, Chandan Kumar,Paine, Tapan Kanti

, p. 3 - 11 (2019/11/11)

The ability of two iron(II) complexes, [(TpPh2)FeII(benzilate)] (1) and [(TpPh2)(FeII)2(NPP)3] (2) (TpPh2 = hydrotris(3,5-diphenylpyrazol-1-yl)borate, NPP-H = α-isonitrosopropiophenone), of a monoanionic facial N3 ligand in the O2-dependent oxidation of oximes is reported. The mononuclear complex 1 reacts with dioxygen to decarboxylate the iron-coordinated benzilate. The oximate-bridged dinuclear complex (2), which contains a high-spin (TpPh2)FeII unit and a low-spin iron(II)–oximate unit, activates dioxygen at the high-spin iron(II) center. Both the complexes exhibit the oxidative transformation of oximes to the corresponding carbonyl compounds with the incorporation of one oxygen atom from dioxygen. In the oxidation process, the oxime units are converted to nitric oxide (NO) or nitroxyl (HNO). The iron(II)–benzilate complex (1) reacts with oximes to afford HNO, whereas the iron(II)–oximate complex (2) generates NO. The results described here suggest that the oxidative transformation of oximes to NO/HNO follows different pathways depending upon the nature of co-ligand/reductant.

METHOD FOR THE HYDRODEOXYGENATION OF OXYGENATED COMPOUNDS TO UNSATURATED PRODUCTS

-

Page/Page column 10, (2021/01/23)

The invention relates to methods of hydrodeoxygenation of oxygenated compounds into compounds with unsaturated carbon-carbon bonds, comprising the steps of: a) providing a reaction mixture comprising, an oxygenated compound containing one or more of a hydroxyl, keto or aldehyde group, an ionic liquid, a homogeneous metal catalyst, and carbon monoxide or a carbon monoxide releasing compound, b) reacting said reaction mixture under a H2 atmosphere at acidic conditions at a temperature between 180 and 250 °C and a pressure between 10 and 200 bar.

Process route upstream and downstream products

Process route

methoxybenzene
100-66-3

methoxybenzene

acetyl chloride
75-36-5

acetyl chloride

2-Methoxyacetophenone
579-74-8

2-Methoxyacetophenone

2,2'-Dimethoxybiphenyl
4877-93-4

2,2'-Dimethoxybiphenyl

4-acetyloxyacetophenone
13031-43-1

4-acetyloxyacetophenone

dimethylglyoxal
431-03-8

dimethylglyoxal

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
Conditions Yield
CoCl2; In acetonitrile; at 80 ℃; Product distribution; Mechanism; other acid chlorides; also with benzene, toluene, thioanisole, p-methylanisole; effect of added 2,6-di-t-butyl-4-methylphenol;
68%
5%
10%
10%
5%
2-(4-methoxy-phenyl)-4,5-dimethyl-oxazole
124811-80-9

2-(4-methoxy-phenyl)-4,5-dimethyl-oxazole

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
3-bromo-3-methyl-furan-2,4-dione

3-bromo-3-methyl-furan-2,4-dione

water
7732-18-5

water

3-methyl-furan-2,4-dione
1192-51-4,69841-77-6

3-methyl-furan-2,4-dione

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

methylammonium carbonate
15719-64-9,15719-76-3,97762-63-5

methylammonium carbonate

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
at 100 ℃;
dibenzyl ether
103-50-4

dibenzyl ether

acetyl chloride
75-36-5

acetyl chloride

N-(phenylmethyl)acetamide
588-46-5

N-(phenylmethyl)acetamide

Benzyl acetate
140-11-4

Benzyl acetate

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Yields of byproduct given; Ambient temperature;
22%
12%
57%
benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

acetyl chloride
75-36-5

acetyl chloride

acetic acid butyl ester
123-86-4

acetic acid butyl ester

N-(phenylmethyl)acetamide
588-46-5

N-(phenylmethyl)acetamide

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Yields of byproduct given; Ambient temperature;
15%
21%
80%
benzyl cyclohexyl ether
16224-09-2

benzyl cyclohexyl ether

acetyl chloride
75-36-5

acetyl chloride

cyclohexyl acetate
622-45-7

cyclohexyl acetate

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Ambient temperature;
13%
80%
benzyl allyl ether
14593-43-2

benzyl allyl ether

acetyl chloride
75-36-5

acetyl chloride

Allyl acetate
591-87-7

Allyl acetate

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Yields of byproduct given; Ambient temperature;
8%
82%
(Z)-1,4-dibenzyloxy-2-butene
68972-96-3

(Z)-1,4-dibenzyloxy-2-butene

acetyl chloride
75-36-5

acetyl chloride

cis-1,4-bis(acetyloxy)but-2-ene
25260-60-0

cis-1,4-bis(acetyloxy)but-2-ene

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Yields of byproduct given; Ambient temperature;
10%
71%
(Z)-1,4-dibenzyloxy-2-butene
68972-96-3

(Z)-1,4-dibenzyloxy-2-butene

acetyl chloride
75-36-5

acetyl chloride

(Z)-4-(benzyloxy)-2-butenyl acetate
134692-47-0

(Z)-4-(benzyloxy)-2-butenyl acetate

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Yields of byproduct given; Ambient temperature;
12%
69%
benzyl iso-butyl ether
940-49-8

benzyl iso-butyl ether

acetyl chloride
75-36-5

acetyl chloride

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

benzyl chloride
100-44-7

benzyl chloride

dimethylglyoxal
431-03-8

dimethylglyoxal

Conditions
Conditions Yield
CoCl2; In acetonitrile; Yields of byproduct given; Ambient temperature;
15%
85%

Global suppliers and manufacturers

Global( 103) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Simagchem Corporation
  • Business Type:Manufacturers
  • Contact Tel:+86-592-2680277
  • Emails:sale@simagchem.com
  • Main Products:110
  • Country:China (Mainland)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:55
  • Country:China (Mainland)
  • EAST CHEMSOURCES LIMITED
  • Business Type:Manufacturers
  • Contact Tel:86-532-81906761
  • Emails:josen@eastchem-cn.com
  • Main Products:97
  • Country:China (Mainland)
  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
  • Shaanxi BLOOM TECH Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-29-86470566
  • Emails:sales@bloomtechz.com
  • Main Products:79
  • Country:China (Mainland)
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