Month: April 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The thermal decomposition of the hydrates, nitrates and oxide of aluminum》. Authors are Parravano, N.; Malquori, G..The article about the compound:Aluminum(III) sulfate xhydratecas:17927-65-0,SMILESS:O=S(O)(O)=O.O=S(O)(O)=O.O=S(O)(O)=O.[H]O[H].[Al].[Al]).Reference of Aluminum(III) sulfate xhydrate. Through the article, more information about this compound (cas:17927-65-0) is conveyed.

Al(NO3)3.6H2O is formed when Al(NO3)3.9H2O is maintained at ordinary temperature over P2O5 in vacuo, or by repeated treatment of Al(NO3)3.9H2O with hot HNO3.H2O. Al(NO3)3.6H2O has already been prepared in other ways (cf. Inamura, Mem. Coll. Sci. Kyoto 4, 105(1919); C. A. 14, 2451). A new hydrate, Al(NO3)3.4H2O, was prepared by maintaining Al(NO3)3.6H2O in contact with excess N2O5 at ordinary temperature for 12 h. It remains unaltered up to 180°, at which temperature it decomposes to Al2O3, N2O5 and H2O. The thermal decomposition curve of Al(NO3)3.9H2O showed breaks at 73.5°, 140° and 200°, corresponding to fusion and conversion to Al(NO3)3.6H2O, to decomposition of the latter to the basic salt, 4Al2O3.3N2O5. 14H2O, and to decomposition of the latter to Al2O3. The curve of AlCl3.6H2O showed breaks at 122° and at 180°, the latter corresponding to decomposition of Al2O3. Al2(SO4)3.18H2O behaves differently. At 105° it becomes anhydrous and at 760° the Al2(SO4)3 decomposes to Al2O3 and SO3. Samples from various sources of Al2O3 containing different proportions of H2O of hydration were then heated, and the curves were compared with those of gibbsite, diaspore and bauxite. The results were complicated and difficult of interpretation but indicate that the breaks in the curve which were observed were caused by the formation of lower hydrates of definite chem. composition and (2) by adsorption phenomena.

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Reference:
Isothiazole – Wikipedia,
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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 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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Reference:
Isothiazole – Wikipedia,
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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: Aluminum(III) sulfate xhydrate, is researched, Molecular Al2H8O13S3, CAS is 17927-65-0, about Synthesis of hexagonal plate-like α-alumina crystals by using hydrated aluminum sulfate as the starting material.Application of 17927-65-0.

Hexagonal plate-like α-Al2O3 crystal was prepared by dehydration of Al2(SO4)3.14-18 H2O (I) at 300° for 24 h or at 200° under reduced pressure, followed by the formation of η-Al2O3, by heating the anhydrous Al2(SO4)3 at 900° for 4 h and finally by mixing with 25% weight AlF3 and heating in Pt tube at 900-1200°. The particle size distribution of α-Al2O3 was wider for the I dehydrated at 200° under reduced pressure than for the I which was dehydrated by evaporation after it was dissolved in water. The particle size of α-Al2O3 obtained by 900° heat-treatment was greater than that obtained by 1100° heat-treatment.

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Formula: C10H16O4. 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 Enantiopure Metal-Organic Framework Thin Films: Oriented SURMOF Growth and Enantioselective Adsorption. Author is Liu, Bo; Shekhah, Osama; Arslan, Hasan K.; Liu, Jinxuan; Woell, Christof; Fischer, Roland A..

The LPE growth of [Zn2[(+)cam]2(dabco)n] [(+)cam = (1R,3S)-(+)-camphoric acid, dabco = 1,4-diazabicyclo[2.2.2]octane] and its enantiomeric form and their application to the direct QCM (quartz crystal microbalance) monitoring of the uptake of a pair of enantiomeric guest mols., namely (2R,5R)-2,5-hexanediol (R-HDO) and (2S,5S)-2,5-hexanediol (S-HDO) from the gas phase under flow conditions are described. As examined by surface X-ray diffraction in out-of-plane and in-plane modes, the SURMOFs (surface-attached MOFs) were grown in (110) and (001) orientations on SAMs of MHDA and PPMT, with MHDA = 16-mercaptohexadecanoic acid; PPMT = (4,(4-pyridyl)phenyl)methanethiol, resp., on Au-coated QCM substrates. The difference of absolute uptake and absorption rate for each of the chosen enantiomeric probe mols. R-HDO and S-HDO is clear, and show significant enantioselectivity.

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Reference:
Isothiazole – Wikipedia,
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Beaudegnies, Renaud; Ghosez, Leon published an article about the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6,SMILESS:O=C(C=C1)N(C(C)(C)C)S1(=O)=O ).Application In Synthesis of 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:119639-24-6) through the article.

Chiral 1-azadienes I (R1, R2 = H, Me) derived from α,β-unsaturated aldehyde and Enders’ hydrazines cycloadd to cyclic dienophiles with high facial selectivities. The adducts can be readily converted into enantiomerically pure piperidine derivatives, e.g. II.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 17927-65-0, is researched, SMILESS is O=S(O)(O)=O.O=S(O)(O)=O.O=S(O)(O)=O.[H]O[H].[Al].[Al], Molecular Al2H8O13S3Journal, Article, Research Support, Non-U.S. Gov’t, Journal of Trace Elements in Medicine and Biology called Aluminum effect on lipid peroxidation and on the activities of superoxide dismutase and catalase in the cerebral hemisphere and liver of young chickens, Author is Swain, C.; Chainy, G. B. N., the main research direction is aluminum effect lipid peroxidation catalase chicken; superoxide dismutase cerebral hemisphere chick aluminum; chicken liver catalase superoxide dismutase aluminum.Recommanded Product: 17927-65-0.

Al was injected (i.p.) as aluminum sulfate (4, 40, and 100 mg/kg body weight, n = 5 per group) daily into day-old White Leghorn male chickens for 7, 15 and 30 days. Al treatment (100 mg dose) to chickens over 7 and 30 days resulted in a decrease in activities of cytosolic total and CN–sensitive superoxide dismutase (SOD) in the cerebral hemisphere (CH). In the 15-day treated group, activities of cytosolic total, CN–sensitive and CN–insensitive SOD of CH were decreased in response to all Al doses. In the liver, activities of cytosolic total and CN–sensitive SOD were decreased in response to all doses of Al treatment for 7 and 15 days. But 40 and 100 mg doses were effective in decreasing activities of the enzymes in the 30-day treated group. The catalase (CAT) activity of CH of chicks was inhibited by all doses of Al under treatment for 7 days, but was inhibited only in the case of the 100 mg dose when the duration of treatment was increased to 15 days. The inhibition was again observed in chickens treated for 30 days in response to 40 and 100 mg doses . CAT activity of liver was decreased in response to all Al doses in the 7-day treated group and in response to 40 and 100 mg doses in the 15- and 30-day treated groups. Al treatment did not affect lipid peroxide levels of CH and liver of chickens.

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Reference:
Isothiazole – Wikipedia,
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Computed Properties of Al2H8O13S3. 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: Aluminum(III) sulfate xhydrate, is researched, Molecular Al2H8O13S3, CAS is 17927-65-0, about Kinetic Model for Catalytic Cracking of Heavy Oil with a Zirconia-Alumina-Iron Oxide Catalyst in a Steam Atmosphere. Author is Fumoto, Eri; Matsumura, Akimitsu; Sato, Shinya; Takanohashi, Toshimasa.

A kinetic model was proposed to represent the catalytic cracking of heavy oil with a zirconia-alumina-iron oxide catalyst in a steam atm. The model includes four lumps: heavy oil (b.p. above 350°C), gas oil (b.p. of 250-350°C), gasoline + kerosene (b.p. less than 250°C), and gas. In this reaction, heavy oil fractions reacted with lattice oxygen in iron oxide and the active oxygen species, which were incorporated from the steam into the iron oxide lattice. Hence, lighter fractions, such as gasoline, kerosene, and gas oil, and carbon dioxide were produced with almost no coke. Kinetic parameters were determined using a nonlinear least-squares regression of the exptl. results obtained under the reaction conditions of 450-500°C and a time factor, W/FR, of 3.8-28 h. The evaluated activation energy of heavy oil cracking was lower than those reported in the literature on the hydrocracking process. Accordingly, active oxygen species generated from steam and the lattice oxygen in iron oxide promoted the cracking of heavy oil.

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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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Reference:
Isothiazole – Wikipedia,
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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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Reference:
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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.Burri, Kaspar F. researched the compound: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide( cas:119639-24-6 ).Recommanded Product: 2-(tert-Butyl)isothiazol-3(2H)-one 1,1-dioxide.They published the article 《Tilcotil studies. Part 2. [4 + 2] Additions with isothiazol-3(2H)-one 1,1-dioxide》 about this compound( cas:119639-24-6 ) in Helvetica Chimica Acta. Keywords: bromosiothiazole dioxide Diels Alder siloxybutadiene; oxazole isothiazolone dioxide Diels Alder; saccharin sweetening agent; pyridoisothiazole; oxicam; tilcotil; piroxicam derivative. We’ll tell you more about this compound (cas:119639-24-6).

The isothiazoles I (R = CMe3, CH2CO2Et, R1 = Br) are not only dipolarophiles but also reactive and versatile dienophiles, especially with oxy-substituted 1,3-butadienes, I readily combine in Diels-Alder fashion; the regiospecificity of the addition is governed by the carbonyl group of the dienophile, whereas the SO2 group can be ignored for the purpose of predicting regioselectivity. Upon dehydrobromination of the [4 + 2] adducts with DBN, the cycloaromatization process is completed, generating saccharin-like compounds Besides the parent saccharin, several hydroxylated derivatives, e.g., II (R2 = OH, R3 = H; R2 = R3 = OH) have been synthesized by this new method. II are of potential interest as non-nutritive sweetening agents. In an alternative version of this principle, the isothiazole I (R = CMe3, CH2CO2Et, CH2C6H4OMe-4, R1 = H) is reacted with the oxazole III, affording, after acid-promoted rearrangement, pyrido-annulated isothiazoles IV. Since both processes generate saccharin-related structures, they may serve in syntheses of oxicams and analogs of ipsapirone. To demonstrate the viability of the approach one representative of each series, has been converted to an oxicam.

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