Category: 1273-73-0

HPLC of Formula: 1273-73-0. 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Monohalogenated ferrocenes C5H5FeC5H4X (X = Cl, Br and I) and a second polymorph of C5H5FeC5H4I.

The structures of the three title monosubstituted ferrocenes, 1-chloroferrocene, [Fe(C5H5)(C5H4Cl)], (I), 1-bromoferrocene, [Fe(C5H5)(C5H4Br)], (II), and 1-iodoferrocene, [Fe(C5H5)(C5H4I)], (III), were determined at 100 K. The chloro- and bromoferrocenes are isomorphous crystals. The new triclinic polymorph [space group P1̅, Z = 4, T = 100 K] of iodoferrocene, (III), and the previously reported monoclinic polymorph of (III) were obtained by crystallization from EtOH solutions at 253 and 303 K, resp. All four phases contain two independent mols. in the unit cell. The relative orientations of the cyclopentadienyl (Cp) rings are eclipsed and staggered in the independent mols. of (I) and (II), while (III) demonstrates only an eclipsed conformation. The triclinic and monoclinic polymorphs of (III) contain nonbonded intermol. I···I contacts, causing different packing modes. In the triclinic form of (III), the mols. are arranged in zigzag tetramers, while in the monoclinic form the mols. are arranged in zigzag chains along the a axis. Crystallog. data for (III), along with the computed lattice energies of the two polymorphs, suggest that the monoclinic form is more stable.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Quality Control of Bromoferrocene. 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Alkoxylation of ferrocene by photolysis of haloferrocenes in aqueous alcohols. Author is Shibata, Katsuyoshi; Saito, Yoshiyuki; Matsui, Masaki; Takase, Yoshimi.

The UV irradiation of haloferrocenes I (R = Cl, Br, iodo) in aq R1OH (R1 = Me, Et, Pr, CHMe2, CMe3) resulted in an alcoholysis with the formation of 8-60% of the corresponding alkoxyferrocenes I (R = OR1) and 5-28% ferrocene. The order of the reactivities of I was R = iodo > Br > Cl.

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Recommanded Product: Bromoferrocene. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Stable σH-adducts in reactions of ferrocenyllithium with azines. Author is Utepova, I. A.; Lakhina, A. E.; Varaksin, M. V.; Kovalev, I. S.; Rusinov, V. L.; Slepukhin, P. A.; Kodess, M. I.; Chupakhin, O. N..

Stable σH-adducts as intermediates of the nucleophilic substitution of H in 3-(2-pyridyl)-1,2,4-triazines were obtained using ferrocenyllithium as a nucleophilic reagent. The 3D structures of the reaction products were established by an x-ray diffraction study on 1-[4-ethyl-6-phenyl-3-(2-pyridyl)-5(H)-1,2,4-triazin-5-yl]ferrocene [monoclinic, space group P21/c, a 9.3471(8), b 20.7674(13), c 10.7865(10) Å, β 96.248(7)°, V 2081.4(3) Å3, Z 4].

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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 Synthesis of ferrocene derivatives by means of boron- and halogen-substituted ferrocenes, published in 1960, which mentions a compound: 1273-73-0, mainly applied to , Reference of Bromoferrocene.

[R = ferrocenyl throughout this abstract] A series of new haloferrocene derivatives was prepared from RB(OH)2 (I) derivatives via RLi. Ferrocenyloxy derivatives and their esters were also synthesized and investigated. B(OBu)3 (92 g.) in Et2O was treated at -78° slowly with stirring with RLi from 17.6 g. ferrocene and BuLi (from 39 g. BuCl and 7.6 g. Li) in about 240 cc. Et2O, the mixture stirred until warmed to room temperature, kept overnight, decomposed with 10% H2SO4, the Et2O layer extracted with 10% aqueous KOH (40 cc., twice 10 cc., and five times 40 cc.). The 1st extract acidified and filtered gave 2.90 g. ferrocenylene-1,1′-diboronic acid (II), decomposed at about 180°; the 4th-8th alkali extracts gave 6.06 g. I, yellow, m. 143-8° (sealed tube); the 2nd and 3rd extracts gave a mixture of I and II which washed with Et2O left 0.44 g. II; the Et2O solution evaporated gave 0.72 g. I. I and II refluxed with aqueous ZnCl2 gave ferrocene. I (0.16 g.) in 20 cc. H2O treated with 0.19 g. HgCl2 in aqueous Me2CO gave 0.22 g. RHgCl, m. 192-4° (decomposition) (xylene). Aqueous I refluxed a few min. with excess ammoniacal Ag2O solution and extracted with Et2O, the extract evaporated, and the residue treated with petr. ether left 0.25 g. R2, m. 230-2° (decomposition) (absolute EtOH); the petr. ether solution evaporated gave 0.15 g. ferrocene. I (1 g.) in 200 cc. H2O treated at 50-60° with 1.70 g. CuCl22H2O in 50 cc. H2O, kept 15 min., steam distilled, and the product isolated from the distillate with Et2O gave 0.76 g. RCl, m. 58-9° (MeOH). In the same manner were prepared the following compounds (% yield and m.p. given): RBr, 80, 32-3°; 1,1′-dichloroferrocene (III), 75, 75-7°; 1,1′-dibromoferrocene (IV), 76, 50-1°. II (3.1 g.), 7 cc. MeOH, 4.7 g. CuCl2.2H2O, 75 cc. H2O, and 60 cc. C6H6 refluxed 2.5 h., cooled, distilled, the C6H6 layer separated, the aqueous layer added to the insoluble precipitate, diluted with 70 cc. C6H6, processed again in the same manner, saturated with NaCl, extracted with Et2O, the combined Et2O and C6H6 solutions concentrated to 50 cc., extracted with 10% aqueous KOH, and the extract acidified with 10% H2SO4 yielded 1.56 g. 1′-chloro-1-ferrocenylboronic acid (V), m. 159-61° (aqueous EtOH). Aqueous V boiled with ZnCl2 gave RCl. II and CuBr2 yielded similarly the 1′-Br analog (VI) of V, softened at about 130°, resolidified, m. 155-7°. Aqueous VI refluxed with ZnBr2 gave RBr. V (0.27 g.) in 5 cc. EtOH and 50 cc. H2O treated with 0.28 g. HgCl2 in aqueous Me2CO, the mixture heated 5 min., and filtered yielded 1′-chloro-1-ferrocenylmercuric chloride (VII), m. 144.5-45° (Me2CO), which with Na2S2O3 yielded bis(1′-chloro-1-ferrocenyl)mercury (VIIa), m. 151-2° (xylene-hexane). VI (0.30 g.) and 0.36 g. HgBr2 gave similarly 0.46 g. 1′-Br analog (VIII) of VII, m. 146.5-47° (Me2CO), which with Na2S2O3 yielded the di-Br analog of VIIa, m. 135-6° (MeNO2). VIII in xylene heated gave RBr. VII (1 g.) in 10 cc. xylene treated with 3 g. iodine in 10 cc. hot xylene, the mixture cooled, filtered, the residue washed with EtOH, shaken with 45 g. Na2S2O3 in 200 cc. H2O and with Et2O, and the Et2O layer evaporated gave 0.49 g. 1-chloro-1′-iodoferrocene, m. 42-4° (MeOH). VIII (0.80 g.) in 10 cc. xylene with 3 g. iodine in 10 cc. xylene yielded similarly 0.44 g. 1-bromo-1′-iodoferrocene, m. 28-30° (MeOH). VI (1 g) and 1.7 g. CuCl2 in 120 cc. H2O treated with steam and the product isolated from the distillate with Et2O gave 0.60 g. III, m. 75-7° (EtOH). RBr (0.60 g.) and 1.5 g. Cu phthalimide heated 2 h. at 135-40°, extracted with Et2O, and the extract worked up gave 0.48 g. N-ferrocenylphthalimide (IX), red crystals, m. 156-7° (EtOH). RCl (0.30 g.) and 1.5 g. Cu phthalimide gave similarly 0.24 g. IX. IX (0.3 g.), 0.5 cc. N2H4.H2O, and 5 cc. EtOH refluxed 40 min., diluted with H2O, extracted with Et2O, the Et2O solution extracted with 10% H2SO4, and the acidic extract basified with 10% aqueous KOH yielded 0.15 g. RNH2, m. 153-5°; N-Ac derivative m. 169-71°. RBr (0.30 g.) and 2 g. CuCN heated 2 h. at 135-40° and the product isolated with Et2O gave 0.20 g. RCN, m. 105.5-6.5°, also obtained in 42% yield from RCl and CuCN in C5H5N during 3 h. at 140-5°. RCl (2.5 g.) and 7.5 g. Cu(OAc)2 in 300 cc. 50% EtOH refluxed 15-20 min., diluted with H2O, and the product isolated with Et2O gave 2.3 g. ROAc, m. 64.5-6.5° (aqueous EtOH). RBr (0.30 g.) and 1.0 g. Cu(OAc)2 in 30 cc. 50% EtOH gave similarly 0.25 g. ROAc. I (2.5 g.) in 250 cc. hot H2O treated with 4.35 g. Cu(OAc)2 in hot H2O, the mixture cooled after 10 min., extracted with Et2O, and the residue from the extract treated with petr. ether left 0.42 g. R2, m. 230-2° (decomposition) (EtOH); the petr. ether solution evaporated gave 1.56 g. ROAc, m. 64.5-66° (EtOH). I (0.5 g.) in 60 cc. H2O and 1.0 g. Cu(O2CEt)2 in 40 cc. H2O yielded 0.30 g. EtCO2R, m. 30-1° (EtOH), and 0.08 g. R2. PhMgBr from 0.7 g. PhBr and 0.14 g. Mg in 10 cc. absolute Et2O treated under N with cooling with 0.44 g. ROAc in 5 cc. Et2O, the mixture stirred 1 h. at room temperature, decomposed with aqueous NH4Cl, and the Et2O phase worked up gave 0.23 g. MePh2COH, m. 79-81° (petr. ether); the alk. extract of the Et2O phase treated with CO2 precipitated 0.22 g. ROH, m. 166-70° (under N)(H2O). ROAc (0.40 g.), 6 cc. 10% aqueous KOH, and 8 cc. EtOH refluxed 50 min., the EtOH evaporated, the residual dark brown solution filtered, diluted to 13 cc., and treated with CO2 gave 0.29 g. ROH. VI (2 g.) in hot H2O refluxed with 5.4 g. Cu(OAc)2, cooled, and the product isolated with Et2O yielded 1.62 g. 1,1′-ferrocenylene diacetate (X), m. 55-6° (hexane). V (0.83 g.) and 2.2 g. Cu(OAc)2 gave similarly 0.66 g. X. II (2 g.) in 400 cc. hot H2O and 5.8 g. Cu(OAc)2 heated 40 min. on the water bath and the product isolated with Et2O yielded 0.90 g. X, m. 55-5.5° (hexane). IV (0.3 g.) and 1 g. Cu(OAc)2 in 30 cc. 50% EtOH refluxed 1 h., diluted with H2O, extracted with Et2O, and the extract worked up gave 0.16 g. X, m. 55.5-56° (hexane). X heated 10 min. with 20% aqueous KOH on the water bath and treated with CO2 gave 1,1′-dihydroxyferrocene (XI), yellow air-sensitive crystals, which with BzCl and alkali gave the dibenzoate. XI (from 0.80 g. X) in dry Et2O treated 1.5 h. with a stream of air, washed, and evaporated yielded 60 mg. dimeric cyclopentadienone, b8 120°, m. 96-8°. The hydrolyzates from ROAc and X treated under N with alkali, BzCl, and PhSO2Cl yielded the following compounds (% yield and m.p. given): ROBz, 85, 108.5-9.5°; ROSO2Ph, 90, 90-90.5°; dibenzoate of XI, 68, 114-15°; dibenzenesulfonate of XI, 72, 119.5-20.5°. ROAc (0.3 g.) and 0.5 cc. Me2SO4 in 5 cc. MeOH treated with 1.25 cc. 50% aqueous KOH gave 90% ROMe, m. 39.5-40.5°. X (0.20 g.) in 20 cc. MeOH treated with 3 cc. Me2SO4 yielded 95% 1,1′-dimethoxyferrocene, m. 35-6° (hexane). ROH and XI in 10% aqueous KOH refluxed 3 h. under N with 100% excess ClCH2CO2H, acidified with 10% H2SO4, and the product isolated with Et2O yielded 82% ROCH2CO2H, m. 136-7.5°, and 76% O,O’-(1,1′-ferrocenylene)diglycolic acid, m. 168.5-9.5° (H2O). ROH (0.30 g.), 1.5 g. powd. K2CO3, and 0.55 cc. CH2:CHCH2Br in 7 cc. absolute Me2CO refluxed 2 h. with stirring under N, diluted with H2O, extracted with Et2O, and the extract worked up gave 0.30 g. ROCH2CH:CH2, m. 28-30° (MeOH), which heated under N at 215-20° gave ROH.

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Reference:
Thiazolidine – Wikipedia,
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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.Rhode, Constantin; Lemke, Jessica; Lieb, Max; Metzler-Nolte, Nils researched the compound: Bromoferrocene( cas:1273-73-0 ).Safety of Bromoferrocene.They published the article 《Synthesis of perfluoroalkylthio-substituted ferrocenes》 about this compound( cas:1273-73-0 ) in Synthesis. Keywords: ferrocene perfluoroalkylthio preparation redox reaction potential electrochem; trifluoromethylation ferrocene nucleophilic substitution reaction. We’ll tell you more about this compound (cas:1273-73-0).

Mono- and bis(trifluoromethylthio)-substituted and perfluorooctanesulfonylferrocene derivatives were prepared by nucleophilic substitution reactions on the ferrocene core. Thus, Hg(SCF3)2 was activated in situ by Cu and used for nucleophilic displacement reactions of bromide. Trifluoromethylsulfonylferrocene was not accessible by this method. The reaction of lithioferrocene with trifluoromethylsulfonyl chloride gave chloroferrocene in small yield, presumably due to the high lattice energy of solid LiF. On the other hand, the known trifluoromethylferrocene was obtained as the only isolable compound from the photochem. reaction of CF3SSCF3 with ferrocene. The same product was detected in small amounts in the reaction of chloromercuryferrocene with trifluoromethylsulfonyl chloride. It thus appears that most established methods for trifluoromethylation of purely organic compounds fail for ferrocene due to concurring redox reactions. The new compounds have been comprehensively characterized by elemental analyses, NMR and IR spectroscopy, mass spectrometry, and electrochem. The SCF3 group appears to be almost as electron-withdrawing as a trifluoromethyl group on the ferrocene core.

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Reference:
Thiazolidine – Wikipedia,
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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: 1273-73-0, is researched, SMILESS is Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25, Molecular C10BrFeJournal, Journal of Organometallic Chemistry called Synthesis of diferrocenylglyoxime and some of its transition-metal complexes, Author is Ertas, Mumtaz; Koray, Ali R.; Ahsen, Vefa; Bekaroglu, Ozer, the main research direction is ferrocenylglyoxime preparation reaction transition metal; glyoxime diferrocenyl preparation reaction; transition metal complex diferrocenylglyoxime.Name: Bromoferrocene.

Diferrocenylglyoxime (I) was prepared by treating mono- or dilithioferrocene with anti-dichloroglyoxime. Characterization of this novel vic-dioxime and some of its transition metal complexes is described. E.g., treating NiCl2 with I in EtOH, followed by NaOH in EtOH, gave 60% Ni complex II (L = ferrocenyl).

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Category: thiazolidine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Monohalogenated ferrocenes C5H5FeC5H4X (X = Cl, Br and I) and a second polymorph of C5H5FeC5H4I. Author is Romanov, Alexander S.; Mulroy, Joseph M.; Khrustalev, Victor N.; Antipin, Mikhail Yu.; Timofeeva, Tatiana V..

The structures of the three title monosubstituted ferrocenes, 1-chloroferrocene, [Fe(C5H5)(C5H4Cl)], (I), 1-bromoferrocene, [Fe(C5H5)(C5H4Br)], (II), and 1-iodoferrocene, [Fe(C5H5)(C5H4I)], (III), were determined at 100 K. The chloro- and bromoferrocenes are isomorphous crystals. The new triclinic polymorph [space group P1̅, Z = 4, T = 100 K] of iodoferrocene, (III), and the previously reported monoclinic polymorph of (III) were obtained by crystallization from EtOH solutions at 253 and 303 K, resp. All four phases contain two independent mols. in the unit cell. The relative orientations of the cyclopentadienyl (Cp) rings are eclipsed and staggered in the independent mols. of (I) and (II), while (III) demonstrates only an eclipsed conformation. The triclinic and monoclinic polymorphs of (III) contain nonbonded intermol. I···I contacts, causing different packing modes. In the triclinic form of (III), the mols. are arranged in zigzag tetramers, while in the monoclinic form the mols. are arranged in zigzag chains along the a axis. Crystallog. data for (III), along with the computed lattice energies of the two polymorphs, suggest that the monoclinic form is more stable.

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Thiazolidine – Wikipedia,
Thiazolidine – 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Ring opening of ferrocenyl-substituted cyclopropanes.COA of Formula: C10BrFe.

Treating a mixture of isomeric ferrocenyl-substituted cyclopropanes I (R = Fc throughout this abstract) with excess Ph3CBF4 in CH2Cl2 gave a 2:1 mixture of endo and exo isomers of diferrocenyl-substituted cyclohexene II, formed by cyclodimerization of the initially formed butadiene. Cleavage of 3-methyl-3-ferrocenylcyclopropene with CF3CO2H followed by trapping with excess Me2NPh gave a mixture of E- and Z-4-Me2NC6H4CH2CH:CRMe. A mechanism involving ferrocenyl-stabilized carbocation formation is proposed.

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Thiazolidine – Wikipedia,
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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: 1273-73-0, is researched, Molecular C10BrFe, about Oxidative purification of halogenated ferrocenes, the main research direction is halogenated ferrocene preparation oxidative purification.Name: Bromoferrocene.

Authors report the large scale syntheses and oxidative purification’ of fcI2, fcBr2 and FcBr (fc = ferrocene-1,1′-diyl, Fc = ferrocenyl). These valuable starting materials are typically laborious to sep. via conventional techniques, but can be readily isolated by taking advantage of their increased E1/2 relative to FcH/FcX contaminants. The work extends this methodol. towards a generic tool for the separation of redox active mixtures

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Product Details of 1273-73-0. 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: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Assignment of 1H NMR chemical shifts in 1,2- and 1,1′-disubstituted ferrocenes. Author is Pickett, Tom E.; Richards, Christopher J..

The effect of 29 commonly encountered substituents on the chem. shifts of α, β and C5H5 positions in monosubstituted ferrocenes are tabulated and employed for determining 1H NMR assignments in 1,2- and 1,1′-disubstituted ferrocene derivatives

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Thiazolidine – Wikipedia,
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