Category: 610-09-3

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The kinetics of the acid-catalyzed hydrolysis of the methyl esters of cyclohexanedicarboxylic acids》. Authors are Smith, Hilton A.; Scrogham, Kenneth G.; Stump, Billy L..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).COA of Formula: C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Isomeric cyclohexane dicarboxylic acids (I) were made by reduction of phthalic acids: cis-1,2 (II), m. 194°; trans-1,2 (III), m. 227.5-9.4°; cis-1,3 (IV), m. 167.2-8.2°; cis-1,4 (V), m. 170-2°; and trans-1,4 (VI), m. 312-13°. Di-Me esters made by acid-catalyzed esterification with MeOH were: II, b12 124.4°; III, m. 30.2-30.8°; V, b10 131°; and VI, m. 69°. IV di-Me ester, b10 130.6°, was made from the Ag salt and MeI, whereas trans-1,3-di-Me ester (VII), b20 140°, was made from H and 1,3-C6H4(CO2Me)2 with Adams Pt catalyst. Mono-Me derivative of II, m. 68.5-9.0°, was made similarly from 2-HO2CC6H4CO2Me and H. Mono-Me derivative of III, m. 94.5-95°, was made from the acid and MeOH. Mono-Me derivative of IV, m. 66.2-7.0°, was made from the acid chloride and MeOH. By treatment of the di-Me esters with 1 equivalent KOH, mono-Me derivative of V, m. 106.6-8.6°, mono-Me derivative of VI, m. 125.6-6.8°, and mono-Me derivative of trans-1,3-I were prepared Acid-catalyzed rate constants for these esters were determined at 25°, 35°, 45°, and 55° and the heats of activation calculated Me and di-Me esters of II and III hydrolyzed most slowly, those of IV and VI most rapidly, and those of V and VII at an intermediate rate.

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

Related Products of 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 Reductive metabolism and its role in the disposition of the hydroxamic angiotensin-converting enzyme inhibitor idrapril calcium in rat. Author is Lippi, A.; Criscuoli, M.; Canali, S.; Subissi, A..

The metabolism of 14C-idrapril calcium, the prototype of a new class of angiotensin-converting enzyme inhibitors, was studied in rat after a single i.v. administration. Plasma, urine, feces, and bile were assayed for total and HPLC-fractionated radioactivity. Only one major metabolite (M1, 2-sarcosinamide-cis-1,2-cyclohexanedicarboxylamide) was observed, along with idrapril, in plasma. Three metabolites (M1, M2, cis-1,2-cyclohexanedicarboxylic acid, and M3, and glucuronate derivative of M1) were present in 0-8-h urine, unchanged idrapril being the most abundant product. In bile, two metabolites (M1, M3), but not the parent compound, were found. In conclusion i.v. idrapril undergoes hepatic reduction to M1 and hydrolysis to M2. M1 can be glucuronated to M3 and both are partially excreted in the bile and further processed in the gut to reabsorbable radioactive species.

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

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: 610-09-3, is researched, SMILESS is O=C([C@H]1[C@@H](C(O)=O)CCCC1)O, Molecular C8H12O4Journal, Article, Research Support, Non-U.S. Gov’t, Inorganic Chemistry called Probing Single-Chain Magnets in a Family of Linear Chain Compounds Constructed by Magnetically Anisotropic Metal-Ions and Cyclohexane-1,2-Dicarboxylate Analogues, Author is Zheng, Yan-Zhen; Xue, Wei; Tong, Ming-Liang; Chen, Xiao-Ming; Zheng, Shao-Liang, the main research direction is transition metal cyclohexane carboxylate polymer complex magnetic preparation structure; crystal structure transition metal cyclohexane carboxylate polymer complex; magnetic property transition metal cyclohexane carboxylate polymer complex.Recommanded Product: 610-09-3.

Five new metal-carboxylate chain-based laminated compounds, namely, ∞2[FeII(e,e-trans-1,2-chdc)] (3) (1,2-chdc = cyclohexane-1,2-dicarboxylate), ∞2[NiII(μ-OH2)(e,a-cis-1,2-chdc)] (4), ∞2[CoII(μ-OH2)(1,2-chedc)] (5) (1,2-chedc = cyclohex-1-ene-1,2-dicarboxylate), ∞2[CoII5(μ3-OH)2(OH2)2(1,2-chedc)4] (6), and ∞2[CoII(4-Me-1,2-chdc)] (7) (4-Me-1,2-chdc = trans-4-methylcyclohexane-1,2-dicarboxylate) were hydrothermally synthesized. In these series of magnetic chain-based compounds, 3 and 7 have the same dimeric paddle-wheel M(II)-carboxylate chain as the previously reported compound, ∞2[CoII(trans-1,2-chdc)] (2). However, compound 3 does not behave as a single-chain magnet (SCM) but simply an alternating ferro-antiferro magnetic chain. Compound 4 has the cis conformation of 1,2-chdc ligand, which leads to a uniform aqua-carboxylate-bridged Ni(II) chain. Such a Ni-O chain exhibits strong antiferromagnetic interactions, leading to a diamagnetic ground state. Compound 5 features a corner-sharing triangular chain, or Δ-chain, which is part of a Kagome lattice. However, 5 does not exhibit a spin-frustrated effect but simply spin competition. Compound 6 has a unique pentanuclear CoII cluster, which is further connected by the syn-anti carboxylate into a chain structure. Compound 6 exhibits antiferromagnetic interactions among the Co(II) ions, and no SCM behavior is observed These results might indicate that the dimeric paddle-wheel Co(II)-carboxylate chain is essential in obtaining SCM behavior in this family of compounds Although 2 and 7 have very similar SCM behavior, a.c. magnetic studies show that 7 has a higher energy barrier than that of 2. Such behavior is probably caused by the larger anisotropic energy barrier in 7.

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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 configuration of polymethylenedicarboxylic acids. I. The dissociation constants of the cyclohexanedicarboxylic acids》. Authors are Kuhn, Richard; 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 1st and 2nd dissociation constants for the cyclohexanedicarboxylic acids in water and in 50% MeOH are given as follows (-log K, -log K2 and K1/K2, resp.): In H2O: o-cis, 4.34 (19°), 6.76 (19°), 267; o-trans, 4.18 (18°), 5.93 (19°), 56; m-cis, 4.10 (16°), 5.46 (16°), 23; m-trans, 4.31 (19°), 5.73 (19°), 26; p-cis, 4.44 (20°), 5.79 (19°), 22; p-trans, 4.18 (16°), 5.42 (19°), 17. In 50% MeOH: o-cis, 5.26 (18°), 8.20 (18°), 885; o-trans, 5.38 (18°), 7.31 (18°), 85; m-cis, 5.25 (17°), 6.83 (17°), 38; m-trans, 5.48 (19°), 7.40 (19°), 83; p-cis, 5.59 (19°), 7.15 (19°), 36; p-trans, 5.32 (18°), 6.81 18°), 30. The configurations of the various isomeric forms of the hexahydrophthalic acids are graphically presented.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Polyhedron called Nitroaromatic detecting zinc cyclohexyldicarboxylate coordination polymers with a long spanning dipyridyl tethering ligand, Author is LaDuca, Andrew R.; Przybyla, Jack J.; Porta, Angela R.; LaDuca, Robert L., which mentions a compound: 610-09-3, SMILESS is O=C([C@H]1[C@@H](C(O)=O)CCCC1)O, Molecular C8H12O4, Reference of cis-Cyclohexane-1,2-dicarboxylic acid.

Four new divalent Zn coordination polymers containing a dianionic cyclohexyldicarboxylate and the long-spanning pillaring dipyridyl ligand bis(4-pyridylmethyl)piperazine (bpmp) were prepared and structurally characterized via single-crystal x-ray diffraction. Significant structural and topol. diversity across the series is evident. {[Zn2(cis-12cdc)2(bpmp)]·6H2O}n (1, cis-12cdc = cis-1,2-cyclohexanedicarboxylate) shows a coordination polymer layer motif with embedded paddlewheel {Zn2(OCO)4} dinuclear units and T6(4)4(4) classification H2O tapes. Using cis-1,2-cyclohex-4-enedicarboxylate (cis-12chedc) afforded [Zn2(cis-12chedc)2(bpmp)(H2O)2]n (2), which manifests a simple yet unusual (6)(648.10) topol. [Zn2(cis-13cdc)2(bpmp)]n (3, cis-13cdc = cis-1,3-cyclohexanedicarboxylate) displays sawtooth (4,4) coordination polymer layers, while [Zn2(trans-14cdc)2(bpmp)]n (4, trans-14cdc = trans-1,4-cyclohexanedicarboxylate) shows a 3-dimensional system of coordination polymer networks with 3-fold interpenetrated 41263pcu topol. The layered phases 1-3 showed capability for the detection of small quantities of nitrobenzene in EtOH suspension.

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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 《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

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 Preparative separation of isomeric and stereoisomeric dicarboxylic acids by pH-zone-refining counter-current chromatography, the main research direction is dicarboxylic acid isomeric stereoisomer pH zone refining countercurrent chromatog.Electric Literature of C8H12O4.

This work involves the preparative separation of some isomeric dicarboxylic acids using pH-zone-refining countercurrent chromatog. (CCC), a relatively new preparative technique for the separation of ionizable compounds The paper concentrates especially on the separation of a synthetic mixture of closely related cis and trans pairs of 1-methyl- and 1,3-dimethyl-1,3-cyclohexanedicarboxylic acids. The elution sequence of the isomers is discussed in terms of their relative acidities (pKa values) in solution and gas phase, hydrophobicities, and steric configuration. Two possible explanations are suggested for the mechanism of separation They both involve the amount of retainer acid used, as it affects the separation and plays a role in the chemohydrodynamic equilibrium of the dicarboxylic acids in the column.

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

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: 610-09-3, is researched, SMILESS is O=C([C@H]1[C@@H](C(O)=O)CCCC1)O, Molecular C8H12O4Journal, Polyhedron called The structural diversity and luminescent properties of Zn(II) coordination assemblies with cyclohexane (or cyclohexene) dicarboxylate anions and two positional isomeric ligands, Author is Huang, Fu-Ping; Lei, Jing-Bin; Yu, Qing; Bian, He-Dong; Yan, Shi-Ping, the main research direction is preparation zinc cyclohexene cyclohexane carboxylate bispyridyltriazole coordination polymer; crystal structure zinc cyclohexene cyclohexane carboxylate bispyridyltriazole coordination polymer; luminescence zinc cyclohexene cyclohexane carboxylate bispyridyltriazole coordination polymer.Application of 610-09-3.

Four Zn(II) coordination polymers, {[Zn(chedc)(4,4′-Hbpt)]}n (1), {[Zn3(chadc)2(4,4′-Hbpt)2(4,4′-bpt)2]·3H2O}n (2), {[Zn2(chadc)2(3,3′-Hbpt)]}n (3) and {[Zn2(chedc)2(3,3′-Hbpt)]·H2O}n (4) (chadc = cis-1,2-cyclohexanedicarboxylate anion, chedc = cis-4-cyclohexene-1,2-dicarboxylate anion, 4,4′-Hbpt = 1H-3,5-bis(4-pyridyl)-1,2,4-triazole, 3,3′-Hbpt = 1H-3,5-bis(3-pyridyl)-1,2,4-triazole) were produced by the reaction of two positional isomeric dipyridyl bridging ligands and two dicarboxylate anions with Zn(II) salts under hydrothermal conditions. Structural anal. reveals that 1 exhibits a double-chain and 2 exhibits a 3-dimensional network with a (62.10)2(64.102) topol., while 3 and 4 show similar layer structures. The luminescent properties of these complexes were briefly studied.

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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 《Hydrogenation of 3-methylphthalide》. Authors are Kolsaker, Per.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).Safety of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

The catalytic hydrogenation, at 20° and 1 atm., of 3-methylphthalide (I) gave 60% cis-3-methylhexahydrophthalide (II), b10 130-1°, n20D 1.4748, d20 1.0595 (oxidized by NaOBr to cyclohexane-cis-1,2-dicarboxylic acid, m. 189-93°), and 40% trans-2-ethylcyclohexanecarboxylic acid (III), m. 35-7°, b10 134-5°, n20D 1.468, d20 1.015 (p-bromophenacyl ester m. 71-2°). With HI and yellow P, I gave 2-ethylbenzoic acid, b0.15 49-52°, n20D 1.5300, d20 1.462, while II gave a good yield of cyclo-C6H11CHIMe. Catalytic hydrogenation of o-AcC6H4CO2H also gave I and III.

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

Electric Literature of C8H12O4. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Novel CdII coordination polymers (1-D, 2-D to 3-D) constructed from 1,2-cyclohexanedicarboxylate and various bipyridyl ligands. Author is Kim, Eun Young; Park, Hyun Min; Kim, Ha-Yeong; Kim, Jin Hoon; Hyun, Min Young; Lee, Ju Hoon; Kim, Cheal; Kim, Sung-Jin; Kim, Youngmee.

Four CdII-(e,a-cis-1,2-chdc) complexes, [Cd(H2O)(1,2-chdc)(2,2′-bpy)] 1, [Cd(1,2-chdc)(bpe)]n 2, [Cd2(1,2-chdc)(4,4′-bpy)2]n 3A, and [Cd(H2O)(1,2-chdc)(4,4′-bpy)2]n·3n(H2O) 3B (1,2-chdc = cis-1,2-cyclohexanedicarboxylate), with different assistant ligands (2,2′-bipyridine (2,2′-bpy), 1,2-bis(4-pyridyl)ethene (bpe), and 4,4′-bipyridine (4,4′-bpy)) were synthesized and their structures were determined Depending on the assistant ligands, the structures and dimensionalities of CdII-(e,a-cis-1,2-chdc) complexes were varied. Two carboxylates in e,a-cis-1,2-chdc coordinate to CdII ions in chelating (η1:η1), bridging (η1:η1:μ2), and chelating/bridging (η2:η1:μ2) modes. Photoluminescence study of the compounds 1 and 2 showed emission of compound 1 was observed at 348 nm, while relatively weak luminescence was displayed at 516 nm for 2. The thermal stabilities of these complexes were also examined

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