Welcome to LookChem.com Sign In|Join Free

CAS

  • or

111-13-7

Post Buying Request

111-13-7 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

111-13-7 Usage

Synthesis

1-Octyne (7.5 g) and formic acid (100 mL) were heated in an oil bath at 100 oC until all starting material was consumed. The progress of the reaction was monitored by GC analysis of the reaction solution. Quantitative GC analysis at the end of the reaction (6 h) indicated 92% yield of 2-octanone. The cooled reaction mixture was taken up with CH2Cl2 (170 mL), and the solution was washed with water, sodium carbonate solution, and water, dried over MgSO4, and evaporated in vacuo. The residue was distilled (bp 171–173 oC) to give 2-octanone (7.42 g, 85%). Reference: Menashe, N.; Reshef, D.; Shvo, Y. J. Org. Chem. 1991, 56, 2912–2914.

Description

Different sources of media describe the Description of 111-13-7 differently. You can refer to the following data:
1. 2-octanone is a kind of natural ketone found in many sources such as coco, baked peanuts, potato, cheese, beer, banana and oranges. It can be used as a flavor and fragrance ingredient. It is used in the field of fiber, medicine, pesticides and spices for the synthesis of fiber oil, defoamer and the preparation of surfactants, coal flotation agent.
2. 2-Octanone has a floral and bitter, green, fruity (unripe apple) odor with a bitter camphoraceous taste. May be synthesized by the oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 - 340°C.

References

[1]Bangs, William E., and G. A. Reineccius. "Influence of Dryer In feed Matrices on the Retention of Volatile Flavor Compounds During Spray Drying." Journal of Food Science 47.1(1982):254-259. Kida, T, et al. "New cleavable surfactants derived from glucono-1,5-lactone. " Journal of the American Oil Chemists’ Society 71.7(1994):705-710. [2]Tan, Guan Huat, and Lukman Bola Abdulra'uf. "Recent developments and applications of microextraction techniques for the analysis of pesticide residues in fruits and vegetables." Pesticides-Recent Trends in Pesticide Residue Assay. InTech, 2012.

Chemical Properties

Different sources of media describe the Chemical Properties of 111-13-7 differently. You can refer to the following data:
1. 2-Octanone has a floral and bitter, green, fruity (unripe apple) odor and bitter, camphoraceous taste.
2. Colorless liquid; pleasant odor; cam-phor taste. Insoluble in water; solublein alcohol, hydrocarbons, ether, esters, etc. Com-bustible.

Occurrence

Reported found in apple, apricot, banana, cranberry, grape, raisin, papaya, peach, raspberry, strawberry, leek, peas, clove, wheat bread, many cheeses, butter, milk, cooked egg, yogurt, caviar, fatty fish, meats, beer, hop oil beer, cognac, rum, grape wines, cocoa, coffee, tea, roasted filberts and peanuts, pecans, potato chips, oats, soybean, olive, beans, walnut, trassi, mushroom, fig, rice, buckwheat, quince, sweet corn, corn oil, malt, wort, krill, Bourbon vanilla, mountain papaya, shrimp, crab, crayfish, clam, truffle, maté and mastic gum oil.

Uses

Different sources of media describe the Uses of 111-13-7 differently. You can refer to the following data:
1. 2-Octanone is used in perfumes, high-boiling solvent, especially for epoxy resin coatings and in leather finishes. It is used in flavoring, odorant. It can act as antiblushing agent for nitrocellulose lacquers.
2. Perfumes, high-boiling solvent, especiallyfor epoxy resin coatings, leather finishes, flavor-ing, odorant, antiblushing agent for nitrocelluloselacquers.
3. 2-Octanone may be used as an analytical reference standard for the quantification of the analyte in sugar-cane spirits and rum samples and whey protein concentrate using chromatography based techniques.

Definition

ChEBI: A methyl ketone that is octane substituted by an oxo group at position 2.

Production Methods

2-Octanone can be produced by oxidation of methyl hexyl carbinol, 2-octanol, or 1-octene or by reductive condensation of acetone with pentanol. Commercial samples can have a purity of 98%.

Preparation

By oxidation of methyl hexyl carbinol with K2Cr2O7 and sulfuric acid; also by oxidation of 2-octanol over zinc oxide at 330 to 340°C.

Aroma threshold values

Detection: 41 to 62 ppb

Taste threshold values

Taste characteristics at 10 ppm: dairy, waxy, cheese, woody, mushroom and yeast.

Synthesis Reference(s)

The Journal of Organic Chemistry, 56, p. 5924, 1991 DOI: 10.1021/jo00020a040Tetrahedron Letters, 26, p. 2107, 1985 DOI: 10.1016/S0040-4039(00)94791-9

General Description

2-Octanone is a volatile flavor compound reported to be found in blue cheese, acerola fruit, blue crab and cray fish.

Industrial uses

Methyl n-hexyl ketone is used as solvent for vinyl compounds and dyes and is suitable for dispersing dyes in light-weight petroleum oils for newsprint inks.

Safety Profile

Poison by ingestion. Moderately toxic by intraperitoned route. A sktn irritant. Flammable liquid when exposed to heat, flame, or oxidizers. To fight fire, use foam, alcohol foam. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHER and KETONES.

Check Digit Verification of cas no

The CAS Registry Mumber 111-13-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 1 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 111-13:
(5*1)+(4*1)+(3*1)+(2*1)+(1*3)=17
17 % 10 = 7
So 111-13-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H16O/c1-3-4-5-6-7-8(2)9/h3-7H2,1-2H3

111-13-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A11643)  2-Octanone, 98%   

  • 111-13-7

  • 250ml

  • 218.0CNY

  • Detail
  • Alfa Aesar

  • (A11643)  2-Octanone, 98%   

  • 111-13-7

  • 1000ml

  • 499.0CNY

  • Detail
  • Alfa Aesar

  • (A11643)  2-Octanone, 98%   

  • 111-13-7

  • 5000ml

  • 1994.0CNY

  • Detail
  • Sigma-Aldrich

  • (02479)  2-Octanone  analytical standard

  • 111-13-7

  • 02479-1ML

  • 307.71CNY

  • Detail
  • Sigma-Aldrich

  • (02479)  2-Octanone  analytical standard

  • 111-13-7

  • 02479-5ML

  • 1,016.73CNY

  • Detail

111-13-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-octanone

1.2 Other means of identification

Product number -
Other names methoxyhexane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:111-13-7 SDS

111-13-7Related news

Asymmetric reduction of 2-Octanone (cas 111-13-7) in water/organic solvent biphasic system with Baker's yeast FD-1208/26/2019

In the aqueous medium the asymmetric reduction of 2-octanone with Baker's yeast FD-12 was inhibited severely by the substrate and the product at higher concentrations, which resulted in a low yield and a low e.e. value of the object product (S)-2-octanol. Seven water/organic solvent biphasi...detailed

A study of 2-heptanone and 2-Octanone (cas 111-13-7) as solvents for two-phase electrochemistry. Part 1. Simple ion transfers108/25/2019

Methyl n-pentyl ketone (2-heptanone) and methyl n-hexyl ketone (2-octanone) have been used as organic solvents in electrochemical studies of the water | organic solvent interfaces. The transfer of TBA+, TPrA+, ClO4− and I− ions across these interfaces has been observed when appropriate base elec...detailed

Studies of co-modifier and carboxylic acid for the enantio-differentiating hydrogenation of 2-Octanone (cas 111-13-7) over a tartaric acid in situ modified nickel catalyst08/23/2019

The effects of a co-modifier and carboxylic acid on the hydrogenation rate and the enantio-differentiating ability (e.d.a.) were studied for the hydrogenation of 2-octanone and methyl acetoacetate over a tartaric acid modified reduced nickel catalyst. For the hydrogenation of 2-octanone, tartari...detailed

Highly efficient asymmetric reduction of 2-Octanone (cas 111-13-7) in biphasic system by immobilized Acetobacter sp. CCTCC M209061 cells08/20/2019

Highly efficient asymmetric reduction of 2-octanone to (R)-2-octanol catalyzed by immobilized Acetobacter sp. CCTCC M209061 cells was achieved in a biphasic system. Bioreduction conducted in aqueous single phase buffer was limited due to poor solubility and toxicity towards cells cause by produc...detailed

111-13-7Relevant articles and documents

Selective ruthenium-catalyzed oxidation of 1,2:4,5-di-O-isopropylidene-β-D-fructopyranose and other alcohols with NaOCl

Gonsalvi, Luca,Arends, Isabel W. C. E.,Sheldon, Roger A.

, p. 1659 - 1661 (2002)

Matrix presented The asymmetric epoxidation catalyst 1,2:4,5-di-O-isopropylidene-β-D-erythro-2,3-hexadiulo-2,6-pyranose 2 was obtained in high yield from 1,2:4,5-di-O-isopropylidene-β-D-fructopyranose 1 via a recyclable ruthenium-catalyzed hypochlorite oxidation protocol under biphasic conditions (MTBE/water) in the presence of an alkaline buffer (pH 9.5). Other secondary alcohols were also oxidized selectively to the correspondinq ketones.

Engineering of P450pyr hydroxylase for the highly regio- and enantioselective subterminal hydroxylation of alkanes

Yang, Yi,Liu, Ji,Li, Zhi

, p. 3120 - 3124 (2014)

Terminal-selective cytochrome P450pyr has been successfully engineered through directed evolution for the subterminal hydroxylation of alkanes with excellent regio- and enantioselectivity. A sensitive colorimetric high-throughput screening (HTS) assay was developed for the measurement of both the regioselectivity and the enantioselectivity of a hydroxylation reaction. By using the HTS assay and iterative saturation mutagenesis, sextuple-mutant P450pyrSM1 was created for the hydroxylation of n-octane (1) to give (S)-2-octanol (2) with 98 % ee and >99 % subterminal selectivity. The engineered P450 is the first enzyme for this type of highly selective alkane hydroxylation, being useful for the Ci-H activation and functionalization of alkanes and the preparation of enantiopure alcohols. Molecular modeling provided structure-based understanding of the fully altered regioselectivity and the excellent enantioselectivity. Another sextuple-mutant P450pyrSM2 catalyzed the hydroxylation of propylbenzene (3) to afford (S)-1-phenyl-2-propanol (4) with 95 % ee and 98 % subterminal selectivity. Get a handle on it: Highly regio- and enantioselective subterminal hydroxylation of n-octane and propylbenzene was observed with P450 enzymes obtained by the directed evolution of terminal-selective P450pyr hydroxylase (see scheme). The engineered enzymes with their fully altered selectivities are useful for the functionalization of alkanes and the preparation of enantiomerically pure alcohols.

A novel heteropolyanion-based amino-containing cross-linked ionic copolymer catalyst for epoxidation of alkenes with H2O2

Leng, Yan,Zhang, Weijie,Wang, Jun,Jiang, Pingping

, p. 306 - 311 (2012)

A heteropolyanion-based cross-linked ionic copolymer was prepared by the anion-exchange of a newly task-specific designed amino-containing ionic copolymer with a Keggin heteropolyacid, and characterized by FT-IR, SEM, TG, XRD, UV-vis, ESR, 1H NMR, and elemental analysis. Its catalytic activity was evaluated in the epoxidation of alkenes with aqueous H 2O2. The resultant heteropolyanion-based ionic copolymer is revealed to be a highly efficient heterogeneous catalyst for epoxidation of alkenes with H2O2, adding the advantages of convenient recovery and steady reuse.

Microstructured Au/Ni-fiber catalyst for low-temperature gas-phase selective oxidation of alcohols

Zhao, Guofeng,Hu, Huanyun,Deng, Miaomiao,Lu, Yong

, p. 9642 - 9644 (2011)

Galvanic deposition of Au onto a thin-sheet sinter-locked 8 μm Ni-fiber delivers a high-performance Au/Ni-fiber catalyst for alcohol oxidation, due to the unique combination of excellent heat conductivity, remarkable low-temperature activity, and good stability/regenerability. The special NiO@Au ensembles formed during the reaction contribute to promoting the low-temperature activity. The Royal Society of Chemistry 2011.

New Cleavable Surfactants Derived from Glucono-1,5-Lactone

Kida, Toshiyuki,Morishima, Nobuaki,Masuyama, Araki,Nakatsuji, Yohji

, p. 705 - 710 (1994)

New amido nonionic cleavable surfactants were synthesized in good yields by the acetalization of glucono-1,5-lactone with octanal, 2-octanone or 2-undecanone, followed by amidation with monoethanolamine, diethanolamine or morpholine.These compounds possessed good water solubilities.The compounds derived from 2-octanone showed higher critical micelle concentrations than the compounds from octanal.For the same hydrophobic chain, both the micelle-forming property and the ability to lower surface tension increased with the change in the terminal amide group in the orderdiethanolamide morpholide monoethanolamide.Interestingly, in spite of their relatively short hydrophobic chains, these compounds showed greater ability to lower surface tension than conventional nonionic surfactants, such as alcohol ethoxylates.Furthermore, their acid-decomposition properties were determined.Their decomposition rates were also compared with that of the corresponding carboxylate type of compound derived from glucono-1,5-lactone. KEY WORDS: Acid-decomposition properties, cleavable surfactant, glucono-1,5-lactone, sugar-derived surfactant, surface-active properties.

Evaluation of tuned phosphorus cavitands on catalytic cross-dimerization of terminal alkynes

Endo, Naoki,Kanaura, Mao,Schramm, Michael P.,Iwasawa, Tetsuo

, p. 4754 - 4757 (2016)

Synthesis of four new bis-phosphorus cavitands is described, including a description of their catalytic use on cross-dimerization of terminal alkynes. The commercially available P[N(CH2CH3)2]3, PhP[N(CH2CH3)2]2, P(OCH3)3, and in situ generated P(NMeBn)3were reacted with a tetra-ol cavitand platform to provide new phosphorus ligands. These ligands readily formed bis-Au complexes that were examined to generate a reactivity profile for the catalytic cross-dimerization of terminal alkynes. We found that the ligand derived from P[N(CH3)2]3gave best product selectivity.

Application of hydrogen peroxide encapsulated in silica xerogels to oxidation reactions

Bednarz, Szczepan,Rys, Barbara,Bogda, Dariusz

, p. 8068 - 8078 (2012)

Hydrogen peroxide was encapsulated into a silica xerogel matrix by the sol-gel technique. The composite was tested as an oxidizing agent both under conventional and microwave conditions in a few model reactions: Noyori′s method of octanal and 2-octanol oxidation and cycloctene epoxidation in a 1,1,1-trifluoroethanol/Na2WO4 system. The results were compared with yields obtained for reactions with 30% H2O2 and urea-hydrogen peroxide (UHP) as oxidizing agents. It was found that the composite has activity similar to 30% H2O2 and has a several advantages over UHP such as the fact that silica and H2O are the only products of the composite decomposition or no contamination by urea or its derivatives occurs; the xerogel is easier to heated by microwave irradiation than UHP and could be used as both an oxidizing agent and as solid support for microwave assisted solvent-free oxidations.

Fe(III) halides as effective catalysts in carbon-carbon bond formation: Synthesis of 1,5-dihalo-1,4-dienes, αβ-unsaturated ketones, and cyclic ethers

Miranda, Pedro O.,Diaz, David D.,Padron, Juan I.,Ramirez, Miguel A.,Martin, Victor S.

, p. 57 - 62 (2005)

(Chemical Equation Presented). Iron(III) halides have proven to be excellent catalysts in the coupling of acetylenes and aldehydes. When terminal acetylenes were used the main products obtained were 1,5-dihalo-1,4-dienes with (E,Z)-stereochemistry contaminated in some cases with (E)-α,β- unsaturated ketones. The former carbonyl derivatives were the sole products isolated when nonterminal aromatic alkynes were used. When homopropargylic alcohols were used, a Prins-type cyclization occurred yielding 2-alkyl-4-halo-5,6-dihydro-2H-pyrans. In addition, anhydrous ferric halides are also shown to be excellent catalysts for the standard Prins cyclization with homoallylic alcohols. Isolation of an intermediate acetal, calculations, and alkyne hydration studies provide substantiation of a proposed mechanism.

Hydrophobic, low-loading and alkylated polystyrene-supported sulfonic acid for several organic reactions in water: Remarkable effects of both the polymer structures and loading levels of sulfonic acids

Iimura, Shinya,Manabe, Kei,Kobayashi, Shue

, p. 2416 - 2418 (2003)

The development of hydrophobic, low-loading and alkylated polystyrene-supported sulfonic acid for organic reactions was studied. The effects of both the polymer structures and loading levels of the sulfonic acid catalysts were also discussed. Hydrophobicity of the catalyst was considered as key for efficient catalysis.

Dialkylborane-catalyzed hydroboration of alkynes with 1,3,2-benzodioxaborole in tetrahydrofuran

Arase,Hoshi,Mijin,Nishi

, p. 1957 - 1962 (1995)

Dialkylborane catalyzed hydroboration of alkynes with an equimolar amount of 1,3,2-benzodioxaborole in tetrahydrofuran efficiently to provide 2-alkenyl-1,3,2-benzodioxaborole under mild reaction conditions.

Continuous biphasic enzymatic reduction of aliphatic ketones

Leuchs, Susanne,Nonnen, Thomas,Dechambre, Dominique,Na'Amnieh, Shukralla,Greiner, Lasse

, p. 52 - 59 (2013)

Biphasic reactions offer an attractive alternative for the utilisation of enzymes for conversion of hardly water soluble substrates. Especially, the alcohol dehydrogenase from Lactobacillus brevis was successfully used for the reductive synthesis of enantiopure secondary aliphatic alcohols. With the enzymatic catalyst and the cofactor effectively retained in the reactive aqueous phase, the continuous operation was demonstrated by continuous addition and withdrawal of the non-reactive phase. The four tested substrates 2-heptanone, 2-octanone, 2-nonanone, and 2-decanone showed that the space time yield and turnover numbers (TON) of the enzyme decrease as the availability of the substrate decreases with increasing partition coefficients. Nevertheless, a TONLbADH of up to 478 × 103 could be achieved. Remarkably, the cofactor utilisation turned out to be very high and a TON NADP+ of more than 20 × 103 was easily achievable for both 2-heptanone and 2-octanone by substrate coupled cofactor regeneration with excess of 2-propanol.

Palladium-Catalyzed Oxidation of Terminal Olefins to Methyl Ketones by Hydrogen Peroxide

Roussel, Michel,Mimoun, Hubert

, p. 5387 - 5390 (1980)

-

-

Ganem,B.,Boeckman,R.K.

, p. 917 - 920 (1974)

-

-

Igersheim,Mimoun

, p. 559 (1978)

-

HOMOGENEOUS OXIDATION OF 1-OCTENE BY t-BUTYL HYDROPEROXIDE CATALYZED BY RHODIUM(III) SPECIES

Faraj, Mahmoud,Bregeault, Jean-Marie,Martin, Jacques,Martin, Claudine

, p. C23 - C26 (1984)

Chlororhodium(III) complexes catalyze the oxidation of oct-1-ene by t-BuOOH in R1R2CHOH, to yield products of dioxygen oxidation: i.e. the methyl ketone resulting from olefin oxidation, the acetal or ketone formed by solvent cooxidation, and isomerized olefins.

Catalyse par le palladium at la lumiere ultra-violette de l'oxydation d'alcenes par l'oxygene moleculaire

Muzart, Jacques,Pale, Patrick,Pete, Jean-Pierre

, p. 267 - 274 (1988)

The light-promoted oxidation of terminal alkenes by oxygen in the presence of catalytic amounts of palladium(II) complexes led to corresponding α,β-ethylenic carbonyl compounds and methyl ketones; rapid and extensive isomerisation of the starting alkene is observed.The effect of acetone as solvent on the efficiency of these oxidations is discussed.

Cristol et al.

, p. 2512,2514 (1955)

A Very Useful and Efficient Wacker Oxidation of Higher α-Olefins in the Presence of Per(2,6-di-O-methyl)-β-Cyclodextrin

Monflier, Eric,Tilloy, Sebastien,Fremy, Georges,Barbaux, Yolande,Mortreux, Andre

, p. 387 - 388 (1995)

Oxidation of higher α-olefins (C8-C16) in a two phase system with a multicomponent catalytic system, i.e.PdSO4/H9PV6Mo6O40/CuSO4 and per(2,6-di-O-methyl)-β-cyclodextrin gives the corresponding 2-ketones in high yields ( >90 percent)

PHOTOACTIVATION OF ALKENE OXIDATION BY MOLECULAR OXYGEN IN THE PRESENCE OF PALLADIUM

Muzart, Jacques,Pale, Patrick,Pete, Jean-Pierre

, p. 3577 - 3578 (1982)

A catalytic cycle which leads to α-β ethylenic ketones and methyl ketones from terminal alkenes in the presence of palladium trifluoroacetate, oxygen and U.V. light is described.

Reactions of Nitrosonium Tetrafluoroborate in Acetonitrile with Organic Molecules Containing Nonbonding Electrones. Synthesis of Acetamides

Bach, Robert D.,Taaffee, Thomas H.,Rajan, Sundar J.

, p. 165 - 167 (1980)

-

Oxidation of Olefins to Aldehydes Using a Palladium-Copper Catalyst

Wenzel, Timothy T.

, p. 862 - 864 (1993)

Wacker-like catalysts using tert-butyl alcohol as the solvent oxidize terminal olefins to give unusually high selectivities for aldehydes and also provide some insight into the role of copper and oxygen in Wacker-like reactions.

Hydration of terminal alkynes to aldehydes in aqueous micellar solutions by ruthenium(II) catalysis; first anti-Markovnikov addition of water to propargylic alcohols

Alvarez, Patricia,Bassetti, Mauro,Gimeno, José,Mancini, Giovanna

, p. 8467 - 8470 (2001)

The hydration of terminal alkynes and of propargylic alcohols to the corresponding aldehyde derivatives is conveniently carried out at 60°C in an aqueous micellar environment, in the presence of 5 mol% of the indenyl ruthenium(II) complex [Ru(η5-C9H7)Cl(PPh3) 2]. Higher yields and improved regioselectivity of aldehyde versus ketone as well as reaction conditions, in particular temperature and catalyst load, are found with respect to a solvent mixture 2-propanol-water, due to the aggregating conditions of the micellar solution. The reactions of the propargylic alcohols indicate the tolerance of the hydroxy functionality by the ruthenium complex.

Facile Palladium-Catalyzed Decarboxylation Reaction of Allylic β-Keto Esters

Tsuji, Jiro,Nisar, Mohammad,Shimizu, Isao

, p. 3416 - 3417 (1985)

-

-

Ackman et al.

, p. 221,234 (1960)

-

-

Uemura et al.

, p. 218 (1976)

-

From Deep Eutectic Solvents to Nitrogen-rich Ordered Mesoporous Carbons: A Powerful Host for the Immobilization of Palladium Nanoparticles in the Aerobic Oxidation of Alcohols

Karimi, Babak,Vali, Hojatollah,Zahra Alizadeh, Seyedeh

, (2022/03/15)

The preparation of a nitrogen-rich ordered mesoporous carbon (DNOMC) with three-dimensional cubic structure was established via carbonization of a green, inexpensive and safe deep eutectic solvent consisting of choline chloride salt and D-glucose in the presence of KIT-6 template for the first time. The materials were characterized by TEM, N2 adsorption–desorption analysis, XPS, TGA, CHN, and FT-IR. The DNOMC was shown to be a powerful support for the immobilization of palladium nanoparticles. The Pd@DNOMC catalyst exhibited high activity in the selective aerobic oxidation of various activated and non-activated primary and secondary benzylic as well as linear and cyclic aliphatic alcohols to the corresponding carboxylic acids and ketones in pure water under molecular oxygen. The catalyst system could successfully be reused at least ten times without any significant decrease in either activity or selectivity. It is worth noting that, the hot filtration strongly showed that the catalyst works in a boomerang-type catalyst pathway.

Expanding the Biocatalytic Toolbox with a New Type of ene/yne-Reductase from Cyclocybe aegerita

Karrer, Dominik,Gand, Martin,Rühl, Martin

, p. 2191 - 2199 (2021/02/26)

This study introduces a new type of ene/yne-reductase from Cyclocybe aegerita with a broad substrate scope including aliphatic and aromatic alkenes/alkynes from which aliphatic C8-alkenones, C8-alkenals and aromatic nitroalkenes were the preferred substrates. By comparing alkenes and alkynes, a ~2-fold lower conversion towards alkynes was observed. Furthermore, it could be shown that the alkyne reduction proceeds via a slow reduction of the alkyne to the alkene followed by a rapid reduction to the corresponding alkane. An accumulation of the alkene was not observed. Moreover, a regioselective reduction of the double bond in α,β-position of α,β,γ,δ-unsaturated alkenals took place. This as well as the first biocatalytic reduction of different aliphatic and aromatic alkynes to alkanes underlines the novelty of this biocatalyst. Thus with this study on the new ene-reductase CaeEnR1, a promising substrate scope is disclosed that describes conceivably a broad occurrence of such reactions within the chemical landscape.

The effects of metals and ligands on the oxidation of n-octane using iridium and rhodium “PNP” aminodiphosphine complexes

Naicker, Dunesha,Alapour, Saba,Friedrich, Holger B

, p. 282 - 289 (2020/12/01)

Ir and Rh “PNP” complexes with different ligands are utilized for the oxidation of n-octane. Based on the obtained conversion, selectivity, and the characterized recovered catalysts, it is found that the combination of Ir and the studied ligands does not promote the redox mechanism that is known to result in selective formation of oxo and peroxo compounds [desired species for C(1) activation]. Instead, they support a deeper oxidation mechanism, and thus higher selectivity for ketones and acids is obtained. In contrast, these ligands seem to tune the electron density around the Rh (in the Rh-PNP complexes), and thus result in a higher n-octane conversion and improved selectivity for the C(1) activated products, with minimized deeper oxidation, in comparison to Ir-PNP catalysts.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 111-13-7