Tag: M.W:200-300

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 560-09-8, is researched, Molecular C10H16O4, about A novel and efficient synthesis of camphorquinone from camphoric acid, the main research direction is camphorquinone preparation.Synthetic Route of C10H16O4.

Camphorquinone, an important fine chem. and medicinal product derived from camphor, was efficiently synthesized from easily available camphoric acid. The key steps include acyloin condensation using Me3SiCl as a scavenger of alkoxides and oxidation of the bis(trimethylsilyl) derivative by bromine in CCl4. The new method offers an efficient alternative synthesis of camphorquinone.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Two Homochiral Bimetallic Metal-Organic Frameworks Composed of a Paramagnetic Metalloligand and Chiral Camphorates: Multifunctional Properties of Sorption, Magnetism, and Enantioselective Separation, the main research direction is solvothermal preparation homochiral cobalt tristriazolylborate copper camphorate porous MOF; crystal structure homochiral cobalt tristriazolylborate copper camphorate porous MOF; thermal decomposition homochiral cobalt tristriazolylborate copper camphorate porous MOF; gas adsorption homochiral cobalt tristriazolylborate copper camphorate porous MOF; magnetic property homochiral cobalt tristriazolylborate copper camphorate porous MOF.Category: isothiazole.

Two porous metal-organic frameworks [Co(Tt)2][Cu4(D-cam)4]·5H2O·DMF (1; Tt = tris(triazolyl)borate, D-H2cam = D-(+)-camphoric acid or (1R,3S)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylic acid) and [Co(Tt)2][Cu4(L-cam)4]·5H2O·2DMF (2; L-H2cam = L-(-)-camphoric acid or (1S,3R)-1,2,2-trimethyl-1,3-cyclopentanedicarboxylic acid) were prepared by mixing Cu2+, Co(Tt), and camphoric acid under solvothermal conditions. The structures of 1 and 2 reveal that the two-dimensional layers composed of chiral ligands and Cu-Cu paddlewheel units are connected through the metalloligands to form three-dimensional networks. These solids show multifunctional properties such as gas adsorption onto the pores of the frameworks, antiferromagnetic coupling between spin carriers, and a small enantioselective separation of racemic alcs.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Phenylglycine Methyl Ester, a Useful Tool for Absolute Configuration Determination of Various Chiral Carboxylic Acids, published in 2000-01-28, which mentions a compound: 560-09-8, Name is (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, Molecular C10H16O4, Quality Control of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

A new chiral anisotropic reagent, phenylglycine Me ester (PGME), developed for the elucidation of the absolute configuration of chiral α,α-disubstituted acetic acids, has turned out to be applicable to other substituted carboxylic acids, such as chiral α-hydroxy-, α-alkoxy-, and α-acyloxy α,α-disubstituted acetic acids, as well as to chiral β,β-disubstituted propionic acids. Because a carboxylic moiety is convertible from other functional groups, e.g., ozonolysis of an olefin and oxidative cleavage of a glycol, the present findings can expand the utility of the PGME method to the absolute configuration determination of various types of organic compounds, even those which initially lack oxygen functions. Several examples of the combination of chem. reactions and the PGME method are described.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Name: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Resolution of the racemates of DL-carnitine.

A rational and cheap method is reported for the direct resolution of DL-carnitine. D-(+)-Camphoric acid, L-(-)-camphoric acid, dibenzoyl-D-(-)-tartaric acid, or L-(+)-tartaric acid were used to sep. DL-carnitine into its optically active components. Resolution was achieved by repeated fractional crystallization in alc. solution with the appropriate acid, or by combined fractionation with a suitable pair of acids. The resulting salts can be decomposed quant. with water, dilute acids, ether/water, or ion exchanger, to give pure, optically active carnitines. The optically active acids may also be recovered pure and used again for racemate separation

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

SDS of cas: 560-09-8. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Stereo- and enantio-selective hydrogenation of ketones using iridium catalysts containing a carboxylate ligand. Author is Heil, Balint; Kvintovics, Pal; Tarszabo, Laszlo; James, Brian R..

Cyclohexanone I and PhCOMe were hydrogenated in Me2CHOH under Ar in the presence of a catalyst formed from [IrCl(C8H14)2]2, a carboxylic acid, and P(OR2)3 (R2 = Bu, Ph, Me). For I the best carboxylic acids were BzOH, AcOH, (R)-(-)-PhCH(OH)CO2H (II) (R)-(+)-HO2CCH2CH(OH)CO2H, MeCH:CHCO2H and PhCH:CHCO2H. (RS)-PhCH(OAc)CO2H, EtCO2H and (1S,3R)-camphoric acid gave lower conversions. Conversion was increased to 78% when Et3N was added and the catalyst contained BzOH and P(OMe)3. The cis/trans ratio was 1.8. The cis/trans ratio increased as the P(OMe)3-Ir ratio increased to ∼4, and then decreased. PhCOMe conversion to (S)-PhCH(OH)Me was 75% and an optical yield of 1.0% was obtained by P(OMe)3, II, and NaOMe. Using (S)-(+)-PhCH(OH)CO2H an excess of (R)-PhCH(OH)Me was obtained. (R)-(-)-PhCH(OAc)CO2H gave 12% enantiomeric excess of S-isomer with 20% conversion.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

SDS of cas: 560-09-8. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Oriented Circular Dichroism Analysis of Chiral Surface-Anchored Metal-Organic Frameworks Grown by Liquid-Phase Epitaxy and upon Loading with Chiral Guest Compounds. Author is Gu, Zhi-Gang; Buerck, Jochen; Bihlmeier, Angela; Liu, Jinxuan; Shekhah, Osama; Weidler, Peter G.; Azucena, Carlos; Wang, Zhengbang; Heissler, Stefan; Gliemann, Hartmut; Klopper, Wim; Ulrich, Anne S.; Woell, Christof.

Oriented CD (OCD) is explored and successfully applied to study chiral surface-anchored metal-organic frameworks (SURMOFs) based on camphoric acid (D- and Lcam) [Cu2(Dcam)2x(Lcam)2-2x(dabco)]n (dabco = 1,4-diazabicyclo-[2.2.2]-octane). The three-dimensional chiral SURMOFs with high-quality orientation were grown on quartz glass plates by using a layer-by-layer LPE method. The growth orientation, as determined by XRD, could be switched between the [001] and [110] direction by using either OH- or COOH-terminated substrates. These SURMOFs were characterized by using OCD, which confirmed the ratio as well as the orientation of the enantiomeric linker mols. Theor. computations demonstrate that the OCD band intensities of the enantiopure [Cu2(Dcam)2(dabco)]n grown in different orientations are a direct result of the anisotropic nature of the chiral SURMOFs. Finally, the enantiopure [Cu2(Dcam)2(dabco)]n and [Cu2(Lcam)2(dabco)]n SURMOFs were loaded with the two chiral forms of Et lactate [(+)-ethyl-D-lactate and (-)-ethyl-L-lactate]. An enantioselective enrichment of >60% was observed by OCD when the chiral host scaffold was loaded from the racemic mixture

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Mechanistic Pathway of Carbon Monoxide Off-Gassing from Wood Pellets, published in 2016-07-21, which mentions a compound: 560-09-8, Name is (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, Molecular C10H16O4, Quality Control of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

The off-gassing of carbon monoxide (CO) from stored wood pellets was identified as a significant problem, potentially resulting in adverse occupational and residential exposures. The mechanism for the production of CO from wood pellets was not fully identified. A multiple step process was hypothesized. The reaction is initiated by the autoxidation of unsaturated compounds, including fatty acids and terpenes, by mol. oxygen. As a byproduct of these reactions, hydroxyl radicals are formed. Then, the bulk of CO results from the reactions of hemicellulose and hydroxyl radicals. To understand the mechanistic pathway of CO off-gassing, a number of experiments were conducted in which CO was measured and evolved organic compounds were analyzed using gas chromatog.-mass spectrometry (GC-MS). These studies identified a number of short- and long-chain aldehydes from the evolved gases that indicates the autoxidation mechanism. However, there is insufficient mass of these unsaturated compounds in wood to support the observed mass of off-gassed CO. However, autoxidation would form hydroxyl radicals. The role of hydroxyl radicals was studied using a radical scavenger, and its role in CO production was confirmed. Thus, if the autoxidation initiation can be eliminated, then CO off-gassing from pellets would be substantially reduced. Destruction of the reactive compounds with ozone led to a suppression of CO formation, suggesting an approach to process the wood fiber that would result in low or no CO emission wood pellets.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Usami, Atsushi; Motooka, Ryota; Miyazawa, Mitsuo published the article 《Highly selective biotransformation of (+)-(1S)- and (-)-(1R)-camphorquinone by Aspergillus wentii》. Keywords: Aspergillus selective biotransformation camphorquinone.They researched the compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid( cas:560-09-8 ).Application In Synthesis of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:560-09-8) here.

To clarify the structures of biotransformation products and metabolic pathways, the biotransformation of monoterpenoids, (+)- and (-)-camphorquinone (1a and b), has been investigated using Aspergillus wentii as a biocatalyst. Compound 1a was converted to (-)-(2S)-exo-hydroxycamphor (2a), (-)-(2S)-endo-hydroxycamphor (3a), (-)-(3S)-exo-hydroxycamphor (4a), (-)-(3S)-endo-hydroxycamphor (5a), and (+)-camphoric acid (6a). Compound 1b was converted to (+)-(2R)-exo-hydroxycamphor (2b), (+)-(2R)-endo-hydroxycamphor (3b), (+)-(3R)-exo-hydroxycamphor (4b), (+)-(3R)-endo-hydroxycamphor (5b), and (-)-camphoric acid (6b). Compound 1a mainly produced 2a (65.0%) with stereoselectivity, whereas 1b afforded 3b (84.3%) with high stereoselectivity. These structures were confirmed by gas chromatog.-mass spectrometry, IR, 1H NMR (NMR), and 13C NMR spectral data. The products illustrate the marked ability of A. wentii for enzymic oxidation and ketone reduction

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid(SMILESS: CC1(C)[C@@H](CC[C@]1(C)C(O)=O)C(O)=O,cas:560-09-8) is researched.Category: isothiazole. The article 《Chiral Reticular Self-Assembly of Achiral AIEgen into Optically Pure Metal-Organic Frameworks (MOFs) with Dual Mechano-Switchable Circularly Polarized Luminescence》 in relation to this compound, is published in Angewandte Chemie, International Edition. Let’s take a look at the latest research on this compound (cas:560-09-8).

Circularly polarized luminescence (CPL) is attractive in understanding the excited-state chirality and developing advanced materials. A chiral reticular self-assembly strategy to unite achiral AIEgens, chirality donors, and metal ions to fabricate optically pure AIEgen metal-organic frameworks (MOFs) as efficient CPL materials is proposed. CPL activity of the single-crystal AIEgen MOF was generated by the framework-enabled strong emission from AIEgens and through-space chirality transfer from chirality donors to achiral AIEgens via metal-ion bridges. A dual mechano-switched blue and red shifted CPL activity was achieved via ultrasonication and grinding, which enabled the rotation or stacking change of AIEgen rotors with the intact homochiral framework. This work provided not only an insightful view of the aggregation-induced emission (AIE) mechanism, but also an efficient and versatile strategy for the preparation of stimuli-responsive CPL materials.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about Synthesis of D-camphor based γ-amino acid (1S,3R)-3-amino-2,2,3-trimethylcyclopentane carboxylic acid.Recommanded Product: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

Synthesis of a γ-amino acid derived from (1R,3S)-camphoric acid is described. D-(+)-Camphoric anhydride, prepared from D-(+)-camphoric acid by treatment with methanesulfonyl chloride and triethylamine, was reacted with benzyl alc. and catalytic DMAP, and subsequently reacted in a Curtius rearrangement to afford the corresponding carbamate derivative This derivative was converted to the desired γ-amino acid through hydrogenolysis.

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Reference:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com