Certain aspects of oxidative cleavage of naphthalenes

by Philip Carl Roberti

Written in English
Published: Pages: 46 Downloads: 73
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  • Naphthalene.

Edition Notes

Statementby Philip Carl Roberti.
The Physical Object
Pagination46 leaves, bound :
Number of Pages46
ID Numbers
Open LibraryOL14315996M

In general, electron-rich naphthalenes are able to oxidize into naphthoquinones, even just by exposure to $\ce{O2}$. If we assume (big assumption!!!) that these reactions to go through radical mechanisms, then we are either oxidizing the naphthalene pi system (left) or abstracting an H* (right). (From the Introduction) The first phase of the work to be presented was aimed at studying the conditions under which 1-aminonaphthalene is efficiently reduced to the 5,8-dihydro derivative and thereby finding experimental evidence which would be of value in the selection of a mechanism for the reduction. After the initial work, the study was extended to include the reduction of other 1. The Demonstration finds the profile of temperature and naphthalene partial pressure along the reactor for the inlet and wall temperature, which is set by the user. A small increase in the value of this parameter (e.g., from to K) will lead to a very dangerous situation, named thermal runaway, where . CiteSeerX - Document Details (Isaac Councill, Lee Giles, Pradeep Teregowda): This study investigated the application of catalytic oxidation process with ozone to decompose polycyclic aromatic hydrocarbons (PAHs). The process is noted as ozone-catalytic oxidation (OZCO). Naphthalene (Nap), which is the simplest and lowest toxic PAH, was taken as a target compound.

This chapter provides an update on the current knowledge about anaerobically hydrocarbon-degrading microorganisms, the reactions involved, and recent insights into the underlying genetics and regulatory mechanisms, and it describes the suitability of growth studies with crude oil as model systems. However, anoxic conditions prevail in many natural environments, such as soils, groundwater. Naphthalene oxidation activity of the catalysts as a function of CO 2 conversion is detailed in Figure 1. No evidence of partial naphthalene oxidation was observed. It was found that the catalyst calcined at °C was the most active, this was attributed to the generation of the amorphous spinel phase. @article{osti_, title = {Hydrodehydroxylation and hydrodehalogenation of substituted polycyclic aromatics using carbon catalysts}, author = {Farcasiu, M and Petrosius, S C and Ladner, E P}, abstractNote = {There is a renewed interest in carbon materials as potentially inexpensive and environmentally safe catalysts. While carbon materials have been known as catalysts with modest . SLCC values inclusive learning environments and strives to make all aspects of the College accessible to our students. If you have a disability and believe you need accommodations to improve access to learning materials or the learning environment, please contact the Disability Resource Center: (phone) ; (email) [email protected]

In chemistry, an alkene is a hydrocarbon that contains a carbon–carbon double bond.. The term is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds. However, the IUPAC recommends using the name "alkene" only for acyclic hydrocarbons with just one double bond; alkadiene, alkatriene, etc., or polyene for acyclic hydrocarbons with two or more double. Oxidative cleavage of double bonds is an industrially important process for the realization of aldehydes and car­ boxylic acids. This cleavage is currently achieved using ozone, manganese oxides, ruthenium (IV) oxide, chromium oxides, and osmium tetroxide, and like compounds as cata lysts or reagents. The initial naphthalene oxidation rates were determined spectrophotometrically using ml of washed cells (OD of ) in 10 μM to 5 mM naphthalene (dissolved in dimethyl formamide [DMF]) in ml serum vials sealed with a Teflon-coated septum and an aluminum crimp seal. The vials were shaken at 37°C and rpm on a Vibrax-VXR shaker (IKA.

Certain aspects of oxidative cleavage of naphthalenes by Philip Carl Roberti Download PDF EPUB FB2

Certain aspects of oxidative cleavage of naphthalenesAuthor: Philip Carl Roberti. The indirect anodic oxidation of 2-methylnaphthalene and naphthalene to 2-methylnaphthoquinone-1,4 and naphthoquinone, respectively, was carried out with RuCl33H2O, Ru(acac)3 and Ru(NH4)2Cl6 as.

Kinetic studies, including kinetic isotope effect analysis, suggest that the naphthalene oxidation occurs through a rate‐determining electron transfer process. Supporting Information As a service to our authors and readers, this journal provides supporting information supplied by the : Donghyun Jeong, James J.

Yan, Hyeonju Noh, Britt Hedman, Keith O. Hodgson, Edward I. Solomon, Jaeheu. Naphthalene and alkylnaphthalenes are electro-oxidized to give many products, of which 1,4-naphthoquinones and binaphthyls are the most stable, especially in the case of substrates, which are not substituted in α-positions.

On the other hand, α-substituted naphthalenes give the respective naphthoquinols as the main products. Interestingly, 1,2-naphthoquinones are not separated as Cited by: 4.

Oxidation of naphthalene by an intermediate in the singlet oxygen oxidition of diphenlydiazomethane: a chemical model for the monooxygenase enzymes. Tetrahedron Letters17 (47), DOI: /(76)Cited by: Oxidative cleavage can occur by several different reaction pathways.

The cleavage can be strong or gentle depending on the reaction conditions and/or the work-up of the initial reaction product. Both alkenes and alkynes can undergo cleavage reactions. This section will focus on alkenes. Oxidation of Naphthalene to Phthalic Anhydride; In analogy to the oxidative degradation of benzene to, lene yields phthalic anhydride: The original reaction conducted with stoichiometric amounts of oxidizing agents was replaced by BASF in by an air oxidation with V 2 O 5 catalysts.

IG Farben produced tonnes phthalic anhydride as early as Summary: Naphthalene is the simplest fused polycyclic aromatic hydrocarbon, and is abundant in soils.

Several bacterial species are able to grow on naphthalene as the sole cource of carbon and energy [Shamsuzzaman74, Bosch99a, Kulakov00].At least two pathways for naphthalene degradation exist - an aerobic pathway and an anaerobic pathway.

Naphthalene metabolism. Toxicity of Naphthalene in cell culture and animal models has to do with metabolisation of this compound by cytochrome P monooxygenases. Deactivation of Naphthalene involves epoxidation followed by glutathione conjugation and mercapturic acid formation [].

Naphthalene is stereoselectively metabolized to form (1R,2S)-Naphthalene epoxide and (1S,2R)-Naphthalene. Polychlorinated naphthalene (PCN) are the products obtained upon treatment of naphthalene with generic chemical formula is C 10 H 8−(m+n) Cl (m+n).Commercial PCNs are mixtures of up to 75 components and byproducts.

The material is an oil. Long-Range Cooperativity Due to C5-Propynylation of Oligopyrimidines Enhances Specific Recognition by Uridine of ribo-Adenosine over ribo-Guanosine; Characterization of the Acyl Substrate Binding Pocket of Acetyl-CoA Synthetase.

The fact that hydroxylation of 2,6-DMN occurred at the 2-methyl position was indicated by the presence of 2-hydroxymethylmethylnaphthalene and its oxidation product, 6-methylnaphthoic acid; the aldehyde intermediate was not detected in the reaction mixture (5, 21, 33).In contrast to the previous report of ring monooxygenation by Barnsley (), a potential product of dioxygenation with.

The kinetics of the oxidation of naphthalene by ruthenium tetroxide have been investigated. When the reaction was monitored using an absorption band at nm it was possible to detect two.

Oxidation of naphthalene carried out at high tem- perature ( 2) gives rise to phthalic anhydride. How- ever, when the reactions are performed in a polar solvent, photo-oxidation products derived from the cleavage of one ring are obtained in good yield only with substituted naph.

Example: Oxidation of Naphthalene to Phthalic Anhydride. Oxidation of Naphthalene to Phthalic Anhydride The oxidation is to be carried out in a packed bed reactor with cooling. The ambient temperature is constant along the length of the reactor. The pressure is 1 atm and the partial pressure of naphthalene is varied between atm and atm.

The selective oxidation of aryl substrates to chiral cis‐1,2‐dihydrodiols is an industrially important reaction for the production of intermediates that can be used to produce fine chemicals, pharmaceuticals, and many other bioactive natural specifically, the oxidation of naphthalene to produce optically pure (+)‐ cis‐(1 R,2 S)‐1,2‐napthalene dihydrodiol (NDHD) to be.

The preparation of oxime-containing naphthalene derivatives is illustrated in Scheme tion of 1-naphthol (4) with chloroacetone under basic conditions gave 1-(naphthalenyloxy)propanone (6) 12 which was then treated with NH 2 OH to afford exclusively (E)(naphthalenyloxy)propanone oxime (10) in a good overall configuration of the oxime moiety was.

The oxidation of naphthalene was investigated in a biomimetic catalytic system using KHSO 5 and iron(III) tetrakis(p-sulfonatophenyl)porphyrin (FeTPPS) in order to elucidate the influence of solution forms, such as buffer pH and co-solvent types, on the reaction. 1,4-naphthoquinone was the main byproduct and the efficiency of oxidation, particularly 1,4-naphthoquinone formation, was influenced.

@article{osti_, title = {Oxidation of Naphthalene with a Manganese(IV) Bis(hydroxo) Complex in the Presence of Acid [Naphthalene Oxidation of Manganese(IV)-Bis(Hydroxo) Complex in the Presence of Acid]}, author = {Jeong, Donghyun and Yan, James J.

and Noh, Hyeonju and Hedman, Britt and Hodgson, Keith O. and Solomon, Edward I. and Cho, Jaeheung}, abstractNote = {Naphthalene oxidation. Conversion of naphthalene in supercritical water reached about 99%; more than 80% of carbon appeared as CO 2 within s reaction time.

The effect of time and O 2 concentration on CO 2 yield was determined. Intermediate species formed during naphthalene oxidation in SCW were identified and quantified for the first time. Autoxidation is a conversion pathway that has the potential to add value to multinuclear aromatic-rich coal liquids, heavy oils and bitumens, which are typically considered low-value liquids.

In particular, autoxidation of these heavy materials could lead to products that may have petrochemical values, e.g., lubricity improvers and emulsifiers. Purchase Metabolic Basis of Detoxication - 1st Edition. Print Book & E-Book.

ISBNnaphthalene is oxidized in a liquid phase reaction with aqueous sulfuric acid and a catalytic amount of b-form lead dioxide. the oxidation products are 2-naphthol and 1,4-naphthoquinone. the catalyst may be formed elec- trolytically or thermally, and the oxidation step can be carried out in an electrochemical cell.

The oxidation of naphthalene (1) (Scheme 1) in dichloromethane or acetonitrile with excess ozone gives phthalic aldehyde (3), 2-formyl benzoic acid (4) and phthalic anhydride (8). Small amounts of the (E)- and (Z)-isomer of 3-phenyl-(2-formyl)-propenal (10) and (11) are also observed in some cases.

identify the reagents that should be used in the oxidative cleavage of an alkene to obtain a given product or products. write the equation for the cleavage of a 1,2-diol by periodic acid, and draw the structure of the probable intermediate.

predict the product or products that will be formed from the treatment of a given 1,2-diol with periodic. Blog. Nov. 21, What is visual communication and why it matters; Nov. 20, Gratitude in the workplace: How gratitude can improve your well-being and relationships.

Naphthalene appears to be more toxic to mice than rats. A study using CD-1 mice identified an acute oral LD 50 of mg/kg in males and mg/kg in females. 19 Researchers determined an LD 50 of mg/kg for female CD-1 mice based on an 8-day oral exposure.

Dermal. The dermal LD 50 was determined to be greater than mg/kg in rabbits. 17 Naphthalene is considered low in toxicity by. Oxidation Products of Xylene and Naphthalene. Prof. Klaus Weissermel. Search for more papers by this author. Prof. Hans‐Jürgen Arpe. Dachsgraben 1, Feilbingert, Germany (formerly: Hoechst AG, Frankfurt, Germany) Search for more papers by this author.

Book Author(s): Prof. Klaus Weissermel. Search for more papers by this author. Oxidative cleavage is the cleavage of carbon-carbon bonds to generate carbon-oxygen bonds. Sometimes "C"-"C" bonds are oxidized, and sometimes "C"-"C" and "C"-"H" are oxidized. OXIDATIVE CLEAVAGE: PERIODIC ACID In general, an oxidative cleavage of a vicinal diol (commonly with periodic acidpronounced "per-iodic") looks like this: Notice how the "C"-"C" bond is.

Naphthalene to phthalic acid by alkaline $\ce{KMnO4}$: Another product on oxidation of napthalene by alkaline $\ce{KMnO4}$: If possible, please include the reaction mechanisms in the answer as well.

Stable isotope-labeling growth experiments with either 13 C-labeled naphthalene, per-deuterated naphthalene-d 8, or a 13 C-bicarbonate-buffered medium showed that the ring cleavage products derived from the introduced carbon source naphthalene.

The series of identified metabolites suggests that anaerobic degradation of naphthalenes proceeds via.Oxidation with alkaline potassium permanganate results2 in degradation to phthalic acid and pyridine 4. dicarboxylic acid (cinchomeronic acid). Certain chemical and physical prop- erties of isoquinoline resemble those of both quinoline and naphthalene.

Isoquinoline has been classified3 as a rr-deficient system in common with.This invention relates to the oxidation of naphthalene to produce partial oxidation products such as phthalic anhydride and maleic anhydride.

In the catalytic oxidation of naphthalene to partial oxidation products, as practiced prior to the present invention, the naphthalene is vaporized and the vapors are mixed with air or an equivalent oxidizing gas in a ratio of about one part by weight of.