Tag: M.W:200-300

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Liquid-Phase Epitaxial Growth of Azapyrene-Based Chiral Metal-Organic Framework Thin Films for Circularly Polarized Luminescence, published in 2019-08-28, which mentions a compound: 560-09-8, mainly applied to LPE azapyrene chiral metalorganic framework film circularly polarized luminescence; epitaxy liquid phase azapyrene chiral metalorganic framework polarized luminescence; circularly polarized luminescence; enantioselective adsorption; homochiral; layer by layer; liquid-phase epitaxial growth; metal−organic framework; oriented film, Application In Synthesis of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

Development of chiral metal-organic frameworks (MOFs) for circularly polarized luminescence (CPL) is a challenging but important task. An example of azapyrene-based chiral MOF thin films [Zn2Cam2DAP]n grown on functionalized substrates (named SURchirMOF-4) for CPL property is reported. By using a liquid-phase epitaxial layer-by-layer method, the resulted SURchirMOF-4 was constructed from chiral camphoric acid and 2,7-diazapyrene ligand, which has high orientation and homogeneity. The CD, CPL, and enantioselective adsorption results show that SURchirMOF-4 has strong chirality and CPL property as well as good enantioselective adsorption toward enantiomers of Me-lactate. The synthesis of azapyrene-based chiral MOF thin films not only represents an ideal model for studying the enantioselective adsorption, but also will be a valuable approach for development of the chiral thin film exhibiting CPL property.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid( cas:560-09-8 ) is researched.Synthetic Route of C10H16O4.Zhao, Xiang; Nguyen, Edward T.; Hong, Anh N.; Feng, Pingyun; Bu, Xianhui published the article 《Chiral Isocamphoric Acid: Founding a Large Family of Homochiral Porous Materials》 about this compound( cas:560-09-8 ) in Angewandte Chemie, International Edition. Keywords: chiral isocamphorate preparation homochiral porous material; transition metal isocamphorate camphorate MOF preparation; crystal structure magnesium cobalt copper isocamphorate camphorate MOF; camphoric acid; chiral ligands; homochiral porous materials; isocamphoric acid; metal-organic frameworks. Let’s learn more about this compound (cas:560-09-8).

Homochiral metal-organic frameworks (MOFs) are an important class of chiral solids with potential applications in chiral recognition; however, relatively few are available. Of great importance is the availability of low-cost, racemization-resistant, and versatile enantiopure building blocks. Among chiral building blocks, D-camphoric acid is highly prolific, yet, its trans-isomer, L-isocamphoric acid, has remained unknown in the entire field of solid-state materials. Its rich yet totally untapped synthetic and structural chem. has now been studied through the synthesis of a large family of homochiral metal isocamphorates. The 1st observation of diastereoisomerism in isostructural MOFs is presented. Isocamphorate has a powerful ability to create framework topologies unexpected from common inorganic building blocks, and isocamphoric acid should allow access to hundreds of new homochiral materials.

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Application of 560-09-8. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. 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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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called The polymorphism of organic compounds, published in 1961, which mentions a compound: 560-09-8, mainly applied to , Product Details of 560-09-8.

Observations were made of the polymorphic transformations of organic compounds on the stage of a polarizing microscope. The crystals were cooled to -165° and heated to 200°. Under normal pressure polymorphism could not be proved for several compounds Enantiotropic pseudotransition was exhibited by phenol at -2°, caused by impurities. 1-Methylcyclopentanol, phenol, cyclopentyl cyanide, Me3COH, and CHI3 showed no true polymorphism. MeCN was not enantiotropic. Glutaric acid, lauryl alc., chloral hydrate, Me2C(Et)OH, and succinonitrile were enantiotropic. Hydroquinone, malonitrile, and Me oxalate were dimorphic monotropes. d-Camphoric acid was a true monotrope. 55 references.

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Synthetic Route of C10H16O4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid, is researched, Molecular C10H16O4, CAS is 560-09-8, about A Tale of Three Carboxylates: Cooperative Asymmetric Crystallization of a Three-Dimensional Microporous Framework from Achiral Precursors. Author is Zhang, Jian; Chen, Shumei; Nieto, Ruben A.; Wu, Tao; Feng, Pingyun; Bu, Xianhui.

Sym. crystallization of 3D porous materials constructed entirely from achiral building blocks by using enantiopure organic acids or amino acids as chirality-inducing agents is reported. Thus, the presence of D-camphor led to (+)-Mn3(HCOO)4(adc) (adc = 1,3-adamantanedicarboxylate), while L-camphor resulted in (-)-Mn3(HCOO)4(adc), which were characterized by x-ray crystallog. The chiral induction agent is essential to initiate the nucleation of the chiral crystals. The chirality control seems to be achieved through cooperative binding between enantiopure chiral reagents and achiral structural building units. Enantiopure chiral reagents control the absolute chirality of the crystals by participating in the nucleation and crystallization processes, but are later replaced with achiral ligands in the resulting crystals.

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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 Spontaneous Resolution to Absolute Chiral Induction: Pseudo-Kagome Type Homochiral Zn(II)/Co(II) Coordination Polymers with Achiral Precursors.Application In Synthesis of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

Conglomerate crystallization of achiral precursors yielding racemate metal organic frameworks/coordination polymers (MOFs/CPs) can be driven to absolute homochiral crystallization of the desired enantiomorph by using a suitable chiral induction agent. In crystallization experiments isostructural Zn and Co homochiral CPs (1P, 1M and 2P, 2M) were prepared using the achiral precursors. In the presence of enantiopure camphoric acid, the crystallization process prefers absolute chiral induction over conglomerate formation which is established by single crystal x-ray diffraction and CD spectroscopy. Crystallog. data are given.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Camphane derivatives. VII. Syntheses and structure of 3-methyl-3aβ,7aβ-bornano[3,2-d]oxazolidin-2-one and its derivatives》. Authors are Hamashima, Yoshio; Tori, Kazuo; Takamizawa, Akira.The article about the compound:(1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acidcas:560-09-8,SMILESS:CC1(C)[C@@H](CC[C@]1(C)C(O)=O)C(O)=O).Recommanded Product: 560-09-8. Through the article, more information about this compound (cas:560-09-8) is conveyed.

cf. CA 62, 4055b. In connection with the elucidation of the structure of I and II, obtained by the reaction of 3α-methylaminocamphor (III) with COCl2, 3-methyl-3aβ,7aβ-(IV) and 3aα,7α-bornano[3,2-d]oxazolidin-2-one (V) and their derivatives were synthesized and studied stereochem. Their N.M.R. spectra were also investigated (tabulated and discussed). Excess COCl2 in C6H6 added dropwise with stirring to a boiling suspension of 10 g. III.HCl in dry C6H6 until dissolution gave 7 g. VI, m. 82° (Et2O-hexane), [α]25D 142° (CHCl3), showing a pos. Cotton effect on optical rotatory dispersion (ORD), 0.36 g. II, m. 193° (MeOH-Et2O), [α]25D 127.7° (CHCl3), showing a pos. Cotton effect on ORD, and 0.3 g. unchanged III.HCl. The resinous oil obtained on concentration redissolved in C6H6, the solution washed with 10% aqueous Na2CO3, dried, and concentrated, the oily residue kept several days (HCl evolved), the resulting solid extracted with Et2O, and the Et2O-soluble fraction washed with dilute aqueous Na2CO3, chromatographed on neutral Al2O3, and eluted with Et2O gave 5 g. I, m. 82° (Et2O-hexane), [α]25D -22° (CHCl3), showing a neg. plain curve on ORD; the product eluted with MeOH and the Et2O-insoluble solid combined and recrystallized from MeOH gave 0.40 g. II. VI (0.2 g.) refluxed 2 hrs. with 5 ml. 25% MeOH-HCl gave 0.092 g. I and 0.046 g. VII, m. 122°. VI(0.5 g.) refluxed 5 hrs. with 3 ml. SOCl2 gave 0.35 g. I, m. 82°. (VII,R=Me); (IX,R=Et); (X,R=Ac); (XI,R=Bz); A suspension of I in 4 ml. 2% HCl heated 30 min. at 80° on a steam bath until CO2 evolution ceased and the resulting solution concentrated to dryness gave 15 mg. III.HCl, m. 238° (decomposition). ClCO2Me (1 mole) added dropwise to 2 moles III in Et2O with stirring and ice cooling and the mixture stirred 1 hr. at room temperature, gave VIII, b1, 130-40°, m. 53-4°. A mixture of 100 mg. I and 200 mg. KOH in 10 ml. MeOH refluxed 10 hrs. gave VIII, b1 135°, m. 50°. I (480 mg.) in 5 ml. MeOH containing 500 mg. Na heated 30 min. at 70° gave 400 mg. VIII, b1, 130-40°. I (1 g.) in 15 ml. 30% MeOH-HCl refluxed 10 hrs. gave 0.6 g. VII, m. 122°. I (1 mole) in C5H5N heated 2 hrs. at 70° with 1.2 moles AgNO3 in MeOH also gave VII, m. 122°. I (1 g.) refluxed with 25% EtOH-HCl and worked up like VII gave 0.9 g. IX, b0.07 145°. Both VII and IX were easily hydrolyzed to III by concentrated HCl. A mixture of 2.44 g. I and 2 g. AgOAc in AcOH refluxed 8 hrs. gave 2.1 g. X, m. 107° (hexane), showing a plain neg. curve on ORD. I (240 g.) mixed with 230 mg. AgOBz and 2 g. BzOH, and the mixture heated 10 hrs. at 150-60° and cooled, and the product isolated by extraction with C6H6 gave 200 mg. XI, m. 153-4°, [α]23D -47.2° (CHCl3). Acid hydrolysis of both X and XI led to III, no other products or intermediates being obtained. I (100 mg.) in 10 ml. MeOH containing 200 mg. KOH hydrogenated over 100 mg. 10% Pd-C at room temperature and atm. pressure with stirring (9 ml. H absorbed during 1 hr.) gave 60 mg. IV, m. 119° (Et2O), [α]28D 108.2° (CHCl3), showing a pos. plain curve on ORD. IV was also obtained in fairly good yield by hydrogenation with Raney Ni in alk. medium. 3α-Aminoborneol (XII) (300 mg.) and 3 ml. 98% HCO2H heated 6 hrs. at 110° gave 150 mg. XIII, m. 143° (EtOH). XII (100 mg.) and 100 mg. HCONH2 heated 10 min. at 120° gave 100 mg. XIII, m. 143°. (XII,R=H); (XIII,R=CHO); (XIV,R=Me); (XVIII,R=Cl); (XIX,R=OH); (XXII,R=OAc); (XXIII,R=OMe); XIII (300 mg.) in tetrahydrofuran (THF) added dropwise to 200 mg. LiAlF4 in THF with ice water cooling and the mixture refluxed and stirred 4 hrs. gave 200 mg. XIV, m. 85-6° (hexane). III (3 g.) in Et2O added to 300 mg. LiAlH4 in Et2O and the mixture stirred 2 hrs. at room temperature gave 1.0 g. XIV, m. 85° (hexane). To a mixture of 500 mg. XIV, 10 ml. C6H6, and 10 ml. 10% aqueous Na2CO3 was added 20% C6H6COCl2 with stirring until the organic layer became clear (the mixture was kept alk. throughout the reaction) gave 510 mg. IV, m. 119° (Et2O), [α]26D 108° (CHCl3), IV (10 mg.) refluxed 6 hrs. with 2 ml. MeOH containing 200 mg. KOH gave 6 mg. XIV, m. 80-2°. XIV (200 mg.) and 2 ml. CS2 in 15 ml. EtOH refluxed until no more H2S was evolved (15 hrs.) (during the reaction addnl. CS2 was added) gave 120 mg. XV, m. 206° (MeOH). A suspension of 120 mg. XV and 500 mg. Raney Ni (WII) in EtOH stirred 3 hrs. at room temperature and kept overnight gave 50 mg. XIV, m. 80-2°. To 100 mg. XV in 1 ml. AcOH was added dropwise 35% H2O2 until no more turbidity occurred and the mixture let stand 2 hrs. at room temperature to give IV, m. 119°. 3α-Aminoisoborneol (200 mg.) and 1 ml. 98% HCO2H refluxed 5 hrs. gave 150 mg. 3α-formamido analog, m. 162° (Me2CO-Et2O), which (480 mg.) reduced with LiAlH4 in Et2O gave 300 mg. 3α-methylaminoisoborneol (XVI), m. 66-7° (Et2O-hexane) (HCl salt m. >310°). II (70 mg.) treated with 2 ml. C5H5N and 1 ml. Ac2O under ice water cooling and the solution kept ∼1 week at room temperature gave 60 mg. XVII, m. 120.5° (Et2O), [α]30D 150.3°, showing a pos. plain curve on ORD. XVII on hydrolysis with NaOH or HCl gave II. II(100 mg.) and 2 ml. SOCl2 refluxed 20 hrs. until gas evolution ceased gave 100 mg. XVIII, m. 132° (Et2O-hexane), [α]28D -21.5° (CHCl3), showing a pos. plain curve on ORD. II (100 mg.) and 500 mg. PCl5 in 2 ml. POCl3 refluxed 20 hrs. gave 80 mg. XVIII, m. 130-1°. XVIII (400 mg.) suspended in 10 ml. 10% HCl heated 15 hrs. at 100° gave quant. XIX, m. 254° (decomposition) (MeOH-Et2O), [α]24D 13.3° (CHCl3), showing a pos. plain curve on ORD. XVIII (260 mg.) in 10 ml. MeOH containing 620 mg. KOH heated 4 hrs. at 75° and kept overnight at room temperature gave 100 mg. camphor-quinone (XX), m. 190-5°, and 100 mg. XIX. XIX (130 mg.) in 3 ml. absolute MeOH containing 200 mg. Na kept 1 week at room temperature gave 40 mg. D-camphoric acid (XXI), m. 187° (Et2O-hexane), [α]25D 46.1° (EtOH), and a small amount XX. XXI (10 mg.) heated 4 hrs. at 140° with 10 mg. ZnCl2 and 500 mg. Ac2O gave 3 mg. camphoric anhydride, m. 220°. XIX (50 mg.) in 10 ml. MeOH containing 50 mg. KOH hydrogenated over 100 mg. Raney Ni at room temperature and atm. pressure with stirring (6 ml. H absorbed, during 1 hr.) gave 37 mg. II, m. 188-90°. Zn (600 mg.) added to 130 mg. XIX in 6 ml. AcOH at 100° with stirring, after 2 hrs. 600 mg. Zn added, and the mixture heated and stirred 2 hrs. gave 20 mg. unchanged XIX, and 45 mg. II, m. 190-2°. XVIII (40 mg.), 60 mg. AgOAc; and 1 ml. C5H5N in 1 ml. AcOH heated 3 hrs. at 100° gave 25 mg. XXII, m. 84-5° (Et2O-hexane), [α]22D 67.2° (CHCl3), showing a pos. plain curve on ORD. To 50 mg. XIX in 5 ml. C5H5N was added 1 ml. Ac2O with cooling and the solution kept 1 week at room temperature to give 50 mg. XXII, m. 84° (Et2O-hexane). Treatment of either XVIII or XIX with excess AgOAc in C5H5N gave XXII. XXII (20 mg.) heated 4 hrs. on a steam bath with 2 ml. 10% HCl gave XIX, m. 254° (decomposition) (Et2O). XIX (50 mg.) and 2 ml. SOCl2 refluxed 20 hrs. gave XVIII, m. 132° (Et2O-hexane). A mixture of 40 mg. XVIII, 60 mg. AgNO3; 2 ml. C5H5N, and 2 ml. MeOH heated 1.5 hrs. on a steam bath until no further precipitation of solid occurred gave XXIII, b0.05 110-20°, m. 76-8° (hexane), showing a small pos. plain curve on ORD. XVIII (20 mg.) in 2 ml. 25% MeOH-HCl heated 5 hrs. gave 12 mg. XXIII, b0.05 115°. XXIII (50 mg.) in MeOH hydrogenated over 100 mg. Raney Ni at room temperature and atm. pressure (1 mol. equivalent H was absorbed) gave XXIV, b0.15 120-30°, m. 48-50°. To 260 mg. XIX in AcOD (prepared from 10 ml. Ac2O and 3 ml. D2O) was added 1 g. Zn at 110° with stirring, after 1.5 hrs. 1.5 g. Zn added, and the mixture heated 4.5 hrs. to give XXV, m. 192-3°. XVIII (100 mg.) in 10 ml. MeOH containing 200 mg. KOH hydrogenated over 100 mg. 10% Pd-C at room temperature and atm. pressure (2 mol. equivalents H absorbed in 15 min.) gave 60 mg. IV, m. 119° (Et2O-hexane), and 13 mg. XIV, m. 84-5°. XVIII (55 mg.) in 10 ml. MeOH containing 100 mg. KOH hydrogenated over 200 mg. Raney Ni at room temperature and atm. pressure (2 mot. equivalents H absorbed in 15 min.) gave 28 mg. V, m. 123° (Et2O), [α]27D -33.3° (CHCl3), showing a neg. plain curve on ORD. The N.M.R. spectral evidence confirmed the assignment of the configurations of most of the compounds prepared Pertinent ir data were given and the N.M.R. spectra of IV and V recorded.

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Product Details of 560-09-8. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. 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. Author is Mueller, Detlef M.; Strack, Erich.

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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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Differential thermal analysis (DTA) and thermogravimetric analysis (TGA) study of some organic acids. II》. Authors are Wendlandt, Wesley W.; Hoiberg, John A..The article about the compound:(1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acidcas:560-09-8,SMILESS:CC1(C)[C@@H](CC[C@]1(C)C(O)=O)C(O)=O).Quality Control of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid. Through the article, more information about this compound (cas:560-09-8) is conveyed.

cf. CA 59, 8105f. The DTA and TGA curves of 5-aminosalicylic, 5-nitrosalicylic, acetylsalicylic, 5-bromosalicylic, salicylhydroxamic, α,β-dibromosuccinic, m-cresoxyacetic, p-bromomandelic, d-camphoric, diphenic, picric, 2,4-dimethoxybenzoic, m-hydroxybenzoic, 3,4-dihydroxybenzoic (1.5H2O), 4-hydroxy-3-methoxybenzoic, and tropic acids were obtained from ambient to 350°. The DTA curves are useful for identifying the acids.

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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 Size-Selective Crystallization of Homochiral Camphorate Metal-Organic Frameworks for Lanthanide Separation.Application In Synthesis of (1S,3R)-1,2,2-Trimethylcyclopentane-1,3-dicarboxylic acid.

Lanthanides (Ln) are a group of important elements usually found in nature as mixtures Their separation is essential for technol. applications but is made challenging by their subtly different properties. Here the authors report that crystallization of homochiral camphorate metal-organic frameworks (MOFs) is highly sensitive to ionic radii of lanthanides and can be used to selectively crystallize a lanthanide element into predesigned MOFs. Two series of camphorate MOFs were synthesized with acetate (Type 1 with early lanthanides La-Dy) or formate (Type 2 with late lanthanides Tb-Lu and Y) as the auxiliary ligand, resp. The Ln coordination environment in each type exhibits selectivity for Ln3+ of different sizes, which could form the basis for a new cost-effective method for Ln separation

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