Category: 610-09-3

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Application of the cyano ester ring closure to five- and six-membered rings》. Authors are Fuson, Reynold C.; Cole, Wayne.The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Quality Control of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

cf. F. and Kao, C. A. 23, 2424. Et α,α’-dibromopimelate and KCN in absolute EtOH, refluxed for 60 hrs., give 80-8% of Et 1-cyano-1,2-cyclopentanedicarboxylate, b2 126-8°, d420 1.108, nD20 1.4560; hydrolysis with concentrated HCl gives a mixture of trans- and cis-1,2-cyclopentanedicarboxylic acid (Perkins, J. Chem. Soc. 65, 572(1894)). Similarly Et α,α’-dibromosuberate yields 48-55% of Et 1-cyano-1,2-cyclohexanedicarboxylate, b2 129-30°, d420 1.082, nD20 1.4570; hydrolysis with 20% HCl yields a mixture of the 2 1,2-cyclohexanedicarboxylic acids, the trans-isomer being obtained pure (Baeyer, Ann. 258, 213(1890)). Et α,α’-dibromoazelate and Et α,α’-dibromosebacate failed to give detectable quantities of the cyclic CN esters containing 7- or 8-membered rings.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of bicyclo[4.2.0]octane-7,8-diol, a derivative of “”cycloöctatetraene dichloride””》. Authors are Cope, Arthur C.; Herrick, Elbert C..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Recommanded Product: 610-09-3. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Butadiene (0.6-0.8 l./min.) was passed into 500 cc. dry warmed C6H6 containing 196 g. maleic anhydride and heating discontinued when the temperature reached 50°; the absorption of gas gradually slowed and was stopped in 2-2.5 hrs., and the mixture allowed to stand overnight, yielding 281.5-94.5 g. cis-Δ4-tetrahydrophthalic anhydride (I), m. 103-4°. I (228 g.), 525 cc. com. absolute EtOH, and 2.5 g. p-MeC6H4SO3H were refluxed 12-16 hrs., the EtOH removed by 2 azeotropic distillations with PhMe, the residue cooled, 200 cc. ether added, and the ether extract dried, yielding 280-92 g. cis-di-Et Δ1-tetrahydrophthalate (II), b5 129-31°, n23D 1.4610; the same procedure yielded 239 g. di-Me ester (III), b5 120-2°, n25D 1.4700. Hydrogenation of 226 g. II with 0.5 g. prereduced Adams catalyst in 20 cc. absolute EtOH or 1 g. 1% Pd-on-C without solvent at 30-15 lb./sq. in. for 3-5 hrs. yielded 215-19 g. cis-hexahydrophthalate (IV), b9 130-2°, n25D 1.4510; hexahydro compound from III, b5 110-12°, n25D 1.4570. In the following preparation all materials and apparatus were carefully dried; the original paper should be consulted for details. IV (76 g.) in 2130 cc. xylene was added during 45.5 hrs. to 1 l. refluxing xylene containing 31.3 g. Na, the mixture cooled in an ice-salt bath, 1.5 l. xylene siphoned off and discarded, 78.5 cc. AcOH in 500 cc. ether added during 30 min., the NaOAc filtered off and extracted with ether, and the ether and xylene distilled off in vacuo, yielding 1.1 g. bicyclo[4.2.0]octan-7-ol-8-one (VI), m. 178-84.5° (from EtOH); fractionation of the residue from the ether filtrate yielded 5.7 g. VI, n25D 1.4992, d254 1.1218, MRD calculated 36.66, found 36.71. The following derivatives of VI were prepared and purified by chromatography: 3,5-dinitrobenzoate, m. 131-2° (from methylcyclohexane); p-phenylazobenzoate, m. 138-9° (from hexane); 2,4-dinitrophenylosazone, m. 248.5-57.5° (from EtOAc); the residue yielded an uninvestigated compound, m. 152.5-3.5°. VI (1.89 g.) reduced at atm. pressure in 40 cc. absolute EtOH with 2 g. W-7 Raney Ni yielded 0.315 g. trans-bicyclo[4.2.0]octane-7,8-diol (VII), m. 140.5-1.5°. VII (0.043 g.) and 0.326 g. p-PhN2C6H4COCl (VIII) refluxed 11 hrs. with 10 cc. pyridine yielded 0.132 g. bis(p-phenylazobenzoate), m. 174.8-5.8° (from methylcyclohexane). Concentration of the hexane solution from VII and distillation of the residue yielded 5% cis-bicyclo compound (IX), m. 71.5-3.5°; VIII derivative, m. 165-6°. Addnl. evidence for the structure of IX and VII was obtained from their effect on the pH of 0.1 M boric acid.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

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: 610-09-3, is researched, Molecular C8H12O4, about 3,8-Thionanedione 1,1-dioxide. Synthesis and solid-state conformation, the main research direction is thionane dioxide preparation conformation.Application In Synthesis of cis-Cyclohexane-1,2-dicarboxylic acid.

The title compound is conventiently prepared in 80% overall yield by ozonolysis at -78°C of the cycloadduct of SO2 with 1,2-dimethylenecyclohexane. Single-crystal X-ray anal. establishes that the nine-membered ring adopts a twist-chair-chair conformation in which the S and the mid-point of the C(5)-C(6) bond lie on a noncrystallog. C2 axis, but the ring shape differs significantly from that of cyclononane in order to accommodate transannular dipole…dipole interactions.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The heats of hydration and energy contents of cis- and trans-cyclohexane-1,2-dicarboxylic acids, and their primary ions》. Authors are Wassermann, Albert.The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Formula: C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

The following values were obtained for the cis- and trans-cyclohexane-1,2-dicarboxylic acids and their ions, resp.: heat of combustion, kg.-cal./mole (constant temperature) 931.9, 929.5; heat of solution + first heat of ionization, -7.49, -6.48; energy content of primary anion in dilute solution, kg.-cal./mole 939.4, 936.0; mol. volume at 0° 126.5, 120.4; second heat of ionization +0.30, +0.24. The first ionization constant of the cis acid increases with rise in temperature, while that of the trans decreases. This leads to the conclusion that the trans ion is more hydrated than the cis ion, although the heat of hydration of the undissociated cis is not measurably greater than that of the trans acid.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

HPLC of Formula: 610-09-3. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Chemical structure and physicochemical properties of perospirone. Author is Mukumoto, Makiko; Furuta, Ritsuko; Takimoto, Yoshiyuki; Kojima, Atsuyuki.

Perospirone, a new antipsychotic, was studied to clarify its chem. structure and physicochem. properties. The chem. structure of perospirone was confirmed by elemental anal., and UV, IR, NMR and MS studies. The physico-hem. properties were clarified by studying solubilities, hygroscopicity, m.p., pH, thermal anal., pKa, partition coefficient, powder x-ray diffraction pattern and polymorphism. An HPLC method for the anal. of the degradation products formed under severe conditions was established.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Category: benzisoxazole. 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: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Hydrolysis and interactions of D-cellobiose with polycarboxylic acids. Author is Amarasekara, Ananda S.; Wiredu, Bernard; Lawrence, Yen Maroney.

The hydrolysis of cellulose model compound D-cellobiose was studied with a series of eight common polycarboxylic acids and two monocarboxylic acids in aqueous medium using 0.500 mmol -COOH/L at 170 °C. The maleic acid showed the highest catalytic activity with turnover frequency (TOF) of 29.5 h-1. The interaction of carboxylic acids with D-cellobiose in DMSO-d6 was studied by determination of the pseudo first-order rate constant kH of anomeric -OH exchange rate in cellobiose using 1H NMR spectroscopy. The maleic, oxalic and citric acids showed infinitely large kH values indicating very strong interactions with D-cellobiose. The next highest interactions were found with phthalic acid (kH = 248.8 Hz). The FT-IR studies showed significant carboxylic acid C=O stretching frequency shifts (ΔνC=O) of 12, 13 and 10 cm-1 for maleic, oxalic and acetic acids resp. in mixtures with D-cellobiose.

There are many compounds similar to this compound(610-09-3)Category: benzisoxazole. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis, crystal structures, photoluminescence, and catalytic reactivity of novel coordination polymers (0-D, 1-D, 2-D to 3-D) constructed from cis-1,2-cyclohexanedicarboxylic acid and various bipyridyl ligands》. Authors are Lee, Yu Jin; Kim, Eun Young; Kim, Soo Hyun; Jang, Seung Pyo; Lee, Tae Geum; Kim, Cheal; Kim, Sung-Jin; Kim, Youngmee.The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Reference of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Six ZnII-(e,a-cis-1,2-chdc) complexes, [Zn2(1,2-chdc)2(2,2′-bpy)2(H2O)2]·H2O (1), [{Zn2(1,2-chdc)2(H2O)2(μ-bpa)}·4H2O]n (2), [{Zn2(μ-1,2-chdc)2(μ-4,4′-bpy)}·2CH3OH]n (3), [{Zn2(μ-1,2-chdc)2(μ-bpe)}·2H2O]n (4), [[{Zn2(μ-1,2-chdc)2}n-(μ-bpp)2-{Zn2(μ-1,2-hdc)2(H2O)2}]·CH3CN·2H2O]n (5), and [{Zn(μ-dtp)(μ-1,2-chdc)}2·4·5H2O]n (6) (1,2-chdc = 1,2-cyclohexanedicarboxylate), with different assistant ligands (2,2′-bipyridine (2,2′-bpy), 1,2-bis(4-pyridyl)ethane (bpa), 1,2-bis(4-pyridyl)ethylene (bpe), 1,3-bis(4-pyridyl)propane (bpp), and, 4,4′-bipyridine (4,4′-bpy) and 4,4′-dithiodipyridine (dtp)) were synthesized and their structures were determined Depending on the assistant ligands, the structures and dimensionalities of ZnII-(e,a-cis-1,2-chdc) complexes were varied. Two carboxylates in e,a-cis-1,2-chdc coordinate to ZnII ions with (11) or (10) connectivity. Photoluminescence study of the compounds 1-6 showed that emission spectra of compounds 1, 2, 4, and 5 were observed at 343 nm for 1, 419 nm for 2, 507 nm for 4, 396 nm for 5, resp., while no obvious luminescences were displayed for 3 and 6. Compound 1 catalyzed the transesterification reaction of Ph acetate with methanol, with quant. conversion to Me acetate, under the neutral conditions, while compounds 2-6 showed very slow conversions. The thermal stabilities of these complexes were also examined

There are many compounds similar to this compound(610-09-3)Reference of cis-Cyclohexane-1,2-dicarboxylic acid. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Hunsdiecker reaction of silver salts of cis- and trans-1,2-cyclohexanedicarboxylic acid》. Authors are Abell, Paul I..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Application of 610-09-3. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Decarboxylation of the Ag salts of cis- and trans-1,2-cyclohexanedicarboxylic acids (I, Ia) by the action of halogen according to Hunsdiecker, et al. (C.A. 38, 374), gave only trans-1,2-dibromocyclohexane (IIa) through isomerization which appeared to take place at an intermediate stage in the reaction. Com. cis-1,2-cyclohexanedicarboxylic anhydride hydrolyzed in boiling H2O gave I, m. 191-4°, isomerized by heating 8 hrs. at 170-80° with a small amount of dilute HCl in a sealed tube to yield 61.5% Ia, m. 228.5-30.5° (from EtOH). Carefully neutralized solutions of the Na salts of I and Ia treated with an exactly equivalent quantity of aqueous AgNO3 and filtered, the precipitate carefully washed with H2O, alc., and Et2O, dried several days over P2O5 in vacuo, and screened to 100 mesh gave Ag salts (III, IIIa) suitable for reaction with Br. Reaction of III and IIIa with Br was carried out at various temperatures by the inverse addition procedure of Conly (C.A. 48, 2561b) in which the dry III or IIIa was added to Br in CCl4, in an apparatus in which the speed and extent of the reaction were followed by observation of the CO2 evolved. The products of the reaction were tabulated (Ag salt, temperature of reaction, % yield, m.p. IIa, n25D, and structure as shown by infrared spectrum given): III, 0-25°, 43, -4.8°, 1.5503, all trans; III, reflux, 47, -4.7°, 1.5505, all trans; IIIa, 0-25°, 48, -4.5°, 1.5507, all trans; IIIa, reflux, 37, -2.5°, 1.5510, all trans. To establish the stability to isomerization under the above exptl. conditions, known cis-1,2-dibromocyclohexane (II) and IIa were refluxed 12 hrs. with Br and AgBr. II, m. 10.0°, n25D 1.5512, was recovered with a 60% yield of material, m. 6.5°, n25D 1.5511, all cis; and IIa, m. -4.5°, n25D 1.5505, similarly yielded 94% material, m. -4.5°, n25D 1.5505, all trans. Although the data did not distinguish partial isomerization from complete retention of configuration a very large proportion of II survived the reaction. No isomerization of II took place on 12 hrs. refluxing with Br and AgBr in anhydrous CCl4. The mechanistic implications were discussed briefly.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Application In Synthesis of cis-Cyclohexane-1,2-dicarboxylic acid. 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: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Organic ligand binding by a hydrophobic cavity in a designed tetrameric coiled-coil protein. Author is Mizuno, Toshihisa; Hasegawa, Chinatsu; Tanabe, Yoichi; Hamajima, Kenta; Muto, Takashi; Nishi, Yoshinori; Oda, Masayuki; Kobayashi, Yuji; Tanaka, Toshiki.

The design and characterization of a hydrophobic cavity in de novo designed proteins provides a wide range of information about the functions of de novo proteins. We designed a de novo tetrameric coiled-coil protein with a hydrophobic pocketlike cavity. Tetrameric coiled coils with hydrophobic cavities have previously been reported. By replacing one Leu residue at the a position with Ala, hydrophobic cavities that did not flatten out due to loose peptide chains were reliably created. To perform a detailed examination of the ligand-binding characteristics of the cavities, we originally designed two other coiled-coil proteins: AM2, with eight Ala substitutions at the adjacent a and d positions at the center of a bundled structure, and AM2W, with one Trp and seven Ala substitutions at the same positions. To increase the association of the helical peptides, each helical peptide was connected with flexible linkers, which resulted in a single peptide chain. These proteins exhibited CD spectra corresponding to superhelical structures, despite weakened hydrophobic packing. AM2W exhibited binding affinity for size-complementary organic compounds The dissociation constants, Kd, of AM2W were 220 nM for adamantane, 81 μM for 1-adamantanol, and 294 μM for 1-adamantane acetic acid, as measured by fluorescence titration analyses. Although it was contrary to expectations, AM2 did not exhibit any binding affinity, probably due to structural defects around the designed hydrophobic cavity. Interestingly, AM2W exhibited incremental structure stability through ligand binding. Plugging of structural defects with organic ligands would be expected to facilitate protein folding.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Silica sol assisted chromatographic NMR spectroscopy for resolution of trans- and cis-isomers》. Authors are Yang, Ying; Wu, Rui; Huang, Shaohua; Bai, Zhengwu.The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).SDS of cas: 610-09-3. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Chromatog. NMR spectroscopy can seperate the mixtures of species with significantly different mol. size, but generally fails for isomeric species. Herein, we reported the resolution of trans- and cis-isomers and their structural analog, which are different in mol. shapes, but similar in mass, were greatly enhanced in the presence of silica soluble The mixtures of maleic acid, fumaric acid and succinic acid, and the mixtures of trans- and cis-1,2-cyclohexanedicarboxylic acids, were distinguished by virtue of their different degrees of interaction with silica soluble Moreover, we found mixed solvents could improve the spectral resolution of DOSY spectra of mixtures

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics