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Quick Details Classification: Catalyst CAS No.: 102-54-5 Other Names: Ferrocene MF: Fe(C5H5)2 EINECS No.: none Purity: >99%, 98% Place of Ori
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inquiryItems Specification Appearance orange yellow powder Content 98%min Melting point 172-1
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inquiryItems Standard Result Appearance Orange yellow powder Orange yellow powder Assay 99%min
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inquiryProduct: ISO Certified Manufactory Supply Ferrocene,Dicyclopentadienyliron,CAS 102-54-5 Name Synonyms CAS Registry Number Molecular Formula Molecular Weight EINECS
Good price Appearance:White or off-white Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:As per customer's demand Application:Biological buffer Transportation:By Sea or By Air or By Courier Port:shanghai
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inquiryProduct Description Product website: http://www.finerchem.com Product Name Ferrocene CAS No. 102-54-5 Appea
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inquiryName: Iron dicyclopentadienyl Synonyms: Ferrocene CAS: 102-54-5 MF: C10H10Fe Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:diesel additive Transportation:By sea or by air Port:
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inquiryPacking: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Appearance:Yellow powder Storage:Refer to COA / MSDS Packa
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inquiryProduct Name: Ferrocene CAS: 102-54-5 MF: C10H10Fe MW: 186.03 EINECS: 203-039-3 Mol File: 102-54-5.mol Ferrocene Structure Ferrocene Chemical Properties Melting point 172-174 °C (lit.) Boiling point 249 °C (lit.) d
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Ferrocene CAS: 102-54-5 Specification items specification appearance orange yellow powder content 98%min melting point 172-174℃
ferrocene
Conditions | Yield |
---|---|
With potassium cyanide In chloroform; water byproducts: P(C6H5)3; (Ar); shaking a soln. of the Au complex in CHCl3 with aq. KCN, 8 h; sepn. of the org. layer, drying over K2CO3, evapn. to dryness; products determined by thin-layer chromy. and 1H-NMR; | 100% |
In not given with electrophilic reacgents;; |
ferrocenium(III) tetrafluoroborate
dicarbonyl(η5-cyclopentadienyl)(η1-7-methoxy-1-cycloheptenyl)iron
A
ferrocene
B
dicarbonyl(η5-cyclopentadienyl)(η1-7-methoxycycloheptene-1-carbonyl)iron
Conditions | Yield |
---|---|
With `CO In dichloromethane Addn. of Cp2FeBF4 to iron-compd. (methylene chloride, 55 psiCO, 1h).; Removal of solvent (vacuo), elution with hexane (alumina column) gives yellow band of ferrocene, elution with CH2Cl2 gives yellow band of dicarbonyl complex, elem. anal.; | A n/a B 99% |
ferrocenium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate
A
ferrocene
Conditions | Yield |
---|---|
In benzene under N2 atm. to soln. Mo complex in benzene (Cp2Fe)(BAr'4) was added and stirred for 30 min; volatiles were removed in vacuo, residue was dissolved in heptane, ppt. was dried in high vac.; elem. anal.; | A n/a B 99% |
Conditions | Yield |
---|---|
With C26H46ClO3Ru2S2(1+)*CF3O3S(1-); hydrogen In dichloromethane at 20℃; under 760.051 Torr; for 11h; Catalytic behavior; Inert atmosphere; | A 99% B 98% |
Conditions | Yield |
---|---|
With iron; diethylamine In further solvent(s) further solvents: mixt. of HN(C2H5)2, CH3OH, DME and (C6H5CH2N(CH3)3)OH; amine method; FeBr2 and Fe from Fe and Br2, Fe excess;; | 98% |
With diethylamine In 1,2-dimethoxyethane; diethylamine amine method; FeBr2 from Fe and Br2;; | 85% |
With diethylamine In 1,2-dimethoxyethane; diethylamine amine method; FeBr2 from Fe and Br2;; | 85% |
With diethylamine In diethylamine byproducts: HBr; | 4% |
A
ferrocene
B
gold
Conditions | Yield |
---|---|
In acetonitrile byproducts: CH4, C2H6; inert atmosphere; | A 92% B 98% |
In tetrahydrofuran byproducts: CH4, C2H6; inert atmosphere; | A 94% B 95% |
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: CH4; He-atmosphere; -196°C, addn. of Cp2FePF6 to soln. of aurate and PPh3; not sepd., NMR-spectroscopy; | A 98% B 98% |
In diethyl ether byproducts: CH4, C2H6; inert atmosphere; | A 95% B 94% |
In acetonitrile byproducts: CH4; inert atmosphere; -40°C; | A 94% B 89% |
A
ferrocene
B
1,2-bis-(4-chlorophenoxy)benzene
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile Irradiation (UV/VIS); addn. of diiron-complex dissolved in CH2Cl2/CH3CN to a photolysis tube, purging with N2 for 30 min, irradiation under intense visible light (Xenon lamp) for 4 h; concn. by evapn. under reduced pressure, column chromy., elution (hexane) gives yellow band of ferrocene, elution (hexane/CHCl3) gives benzene-compd., evapn. to dryness, elem. anal.; | A n/a B 98% |
[C6H5S(O)CH2](1-)*Li(1+)=[C6H5S(O)CH2]Li
(C5H5)Fe[P(OC6H5)3]2Cl
A
ferrocene
B
bis(phenylthio)methane
C
1,2-bis(phenylthio)ethane
D
diphenyldisulfane
Conditions | Yield |
---|---|
In tetrahydrofuran mixing reactants in THF at -78°C, slow warming to room temp. / further products; evapn. in vac., extn. with pentane, ether and finally acetone or CH2Cl2, concn., chromy. on Al2O3, purifn. by crystn., distn. or sublimation; | A 27% B 27% C 38% D 25% E 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: CH4, C2H6; He-atmosphere; addn. of 1 equiv. of Cp2FePF6 to soln. of aurate at -196°C, warming to room temp.; | A 94% B 97% |
In acetonitrile byproducts: CH4, C2H6; He-atmosphere; addn. of 1 equiv. of Cp2FePF6 to soln. of aurate at -196°C, warming to room temp.; | A 96% B 96% |
Conditions | Yield |
---|---|
In acetonitrile byproducts: Fe(II), p-xylene; Irradiation (UV/VIS); a CH3CN soln. of Fe-compd. was degassed by bubbling with N2 for 10 min and irradiated with sunlight for 3 h 25 min at room temp.;; evapn. of the solvent and extn. the residue with cyclohexane; detected by NMR-expt.;; | 97% |
In acetonitrile byproducts: Fe(II), p-xylene; Irradiation (UV/VIS); a CH3CN soln. of Fe-compd. was degassed by bubbling with N2 for 10 min and irradiated with an Oriel lamp for 3 h 25 min at room temp.;; evapn. of the solvent and extn. the residue with cyclohexane; detected by NMR-expt.;; | 93% |
ferrocenium tetrakis(pentafluorophenyl)borate
A
ferrocene
Conditions | Yield |
---|---|
In diethyl ether for 0.5h; Inert atmosphere; Schlenk technique; Glovebox; | A 80% B 97% |
Conditions | Yield |
---|---|
In tetrahydrofuran anhyd. FeCl3, boiling abs. THF, under exclusion of air; preparation of small amts.;; | 96% |
Conditions | Yield |
---|---|
In diethyl ether byproducts: LiCl; Ar; to a suspn. of PbCl2 added a suspn. of FcLi, stirred for 2 h; ppt. (Pb) filtered, washed (H2O), dried, analyzed; Fc not isolated, detected by NMR; | A 96% B n/a |
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile Irradiation (UV/VIS); addn. of diiron-complex dissolved in CH2Cl2/CH3CN to a photolysis tube, purging with N2 for 30 min, irradiation under intense visible light (Xenon lamp) for 4 h; concn. by evapn. under reduced pressure, column chromy., elution (hexane) gives yellow band of ferrocene, elution (hexane/CHCl3) gives benzene-compd., evapn. to dryness, elem. anal.; | A n/a B 96% |
A
ferrocene
B
1,2-bis-(4-methylphenoxy)benzene
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile Irradiation (UV/VIS); addn. of diiron-complex dissolved in CH2Cl2/CH3CN to a photolysis tube, purging with N2 for 30 min, irradiation under intense visible light (Xenon lamp) for 4 h; concn. by evapn. under reduced pressure, column chromy., elution (hexane) gives yellow band of ferrocene, elution (hexane/CHCl3) gives benzene-compd., evapn. to dryness, elem. anal.; | A n/a B 96% |
ferrocenium(III) tetrafluoroborate
(triphenylphosphane)gold(I) tert-butylthiolate
A
ferrocene
Conditions | Yield |
---|---|
In dichloromethane byproducts: (SC(CH3)3)2; N2, Fe:Au=0.136:0.276 molar ratio, Fe compd. added to a soln. of Au compd., stirred for 30 min; solvent evapd., residue washed (diethyl ether, benzene), dried (vac.), recrystd. (CH2Cl2, -5°C), org. phases evapd. to dryness, ferrocenesublimied (40°C, high vac.); elem. anal.; | A n/a B 96% |
A
ferrocene
Conditions | Yield |
---|---|
In dichloromethane byproducts: ferrocene; 27 equivs. of (C5H5)Fe(C5H5)(PF6) in CH2Cl2 added to dendrimer complex in CH2Cl2 at room temp.; allowed to stir under N2 for 1 h at room temp.; Et2O added dropwise; filtered under N2 on Celite; dried in vac.; elem. anal.; | A 96% B 66.3% |
Conditions | Yield |
---|---|
With potassium chloride In 1,2-dimethoxyethane; water ratio H2O:(CH2OCH3)2 = 50:50 %, 0.4 M KCl, boiling; not isolated; | A n/a B 35.9% C n/a D 95.3% E 3.9% |
With KCl In 1,2-dimethoxyethane; water ratio H2O:(CH2OCH3)2 = 50:50 %, 0.4 M KCl, boiling; not isolated; | A n/a B 35.9% C n/a D 95.3% E 3.9% |
di(t-butylimido)di(2,4,6-trimethylphenyl)rhenium(VI)
A
ferrocene
Conditions | Yield |
---|---|
In tetrahydrofuran absence of air; stirring (1 h); solvent removal (vac.), washing (hexane), crystn. (THF/Et2O); elem. anal.; | A n/a B 95% |
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile Irradiation (UV/VIS); addn. of diiron-complex dissolved in CH2Cl2/CH3CN to a photolysis tube, purging with N2 for 30 min, irradiation under intense visible light (Xenon lamp) for 4 h; concn. (vac.), column chromy., elution (hexane) gives yellow band of ferrocene, elution (hexane/CHCl3) gives benzene-compd., evapn. to dryness, elem. anal.; | A n/a B 95% |
ferrocenium(III) tetrafluoroborate
bis[(1,2-bis(dimethylphosphino)ethane)(η(5)-methylcyclopentadienyl)manganese(I)](μ-2,3-diphenylbutadien-1,4-diylidene)
A
ferrocene
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; filtering, concg., pptn. on Et2O addn.; collecting, washing (Et2O), drying (vac.), repptn., recrystn. (CH2Cl2, room temp.); elem. anal.; | A n/a B 95% |
(η(5)-2-cyclopentadienyl-2-indenyl-propane)Rh(1,5-cyclooctadiene)
[(cyclopentadienyl)Fe(fluorene)]PF6
A
ferrocene
B
[Rh(cyclooctadiene)(η5-cyclopentadienyl)C(CH3)2(η5-indenyl)Fe(η5-cyclopentadienyl)]
Conditions | Yield |
---|---|
With BuLi In tetrahydrofuran byproducts: fluorene; (N2); (COD)Rh(Cp)C(CH3)2(C9H6) deprotonated with BuLi in THF; soln. prepared from (CpFe(fluorene))PF6 and BuLi added at 0 °C after 1 h; refluxed for 16 h; solvend removed; extracted by pentane/diethyl ether (1:1); chromy.(pentane/diethyl ether); elem. anal.; | A n/a B 95% |
ferrocenium(III) tetrafluoroborate
(methyldiphenylphosphane)gold(I) tetr-butylthiolate
A
ferrocene
Conditions | Yield |
---|---|
In dichloromethane byproducts: (SC(CH3)3)2; N2, Fe:Au=0.136:0.276 molar ratio, Fe compd. added to a soln. of Au compd., stirred for 30 min; solvent evapd., residue washed (diethyl ether, benzene), dried (vac.), recrystd. (CH2Cl2, -5°C), org. phases evapd. to dryness, ferrocenesublimied (40°C, high vac.); elem. anal.; | A n/a B 95% |
A
ferrocene
Conditions | Yield |
---|---|
In benzene W-cluster was dissolved in benzene in Schlenk flask, soln. of Fe-complexwas added, stirred for 1 h; after 2 d filtered, washed with Et2O, dried; | A n/a B 95% |
In dichloromethane W-cluster was dissolved in CH2Cl2 in Schlenk flask, soln. of Fe-complex in CH2Cl2 was added, stirred for 30 min; solvent was removed under vac. washed with benzene and Et2O; | A n/a B 85% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran under N2; n-BuLi in THF added dropwise at -35°C to soln. of Fe complex in THF; stirred at -35°C for 1 h; H2O added dropwise; warmed to room temp. over 1 h; extd. with Et2O; org. layer collected; washed with H2O; dried (Na2SO4); solvent removed under reduced pressure; bromoferrocene contaminated withferrocene (10%); | A n/a B 95% |
Conditions | Yield |
---|---|
With C26H46ClO3Ru2S2(1+)*CF3O3S(1-); hydrogen In water at 20℃; under 760.051 Torr; for 1.2h; Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere; Schlenk technique; | A 95% B n/a |
With [(pentamethylcyclopentadienyl)Ru{PhP(C6H4-o-S)2}Ru(pentamethylcyclopentadienyl)](OTf)2; hydrogen In water at 20℃; under 760.051 Torr; for 20h; | A 87% B 86% |
With [η5-C5Me5Ru(μ-SiPr)2Ru(OH2)-η5-C5Me5](OTf)2; hydrogen In methanol at 20℃; under 760.051 Torr; for 1.4h; Temperature; Reagent/catalyst; Solvent; Pressure; Schlenk technique; |
ferrocene
Conditions | Yield |
---|---|
With tetramethylpiperidine; H2; Cp*Ru(dppf)H In acetone (Ar);; concn., extn. (hexanes); | 94% |
With 1,7-dilithio-m-carborane In cyclohexane byproducts: LiPF6, m-carborane; (N2 or Ar); heated at 80°C for 24 h; quenched with wet n-hexane, passed through silica gel, washed (ether), the org. portions combined, evapd. (vac.), flash-chromd. (silica gel, n-hexane); | 49% |
With sodium benzotriazolide In tetrahydrofuran at 20°C; |
Conditions | Yield |
---|---|
In acetonitrile 20 °C; variable temp. NMR; | A n/a B 94% |
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile Irradiation (UV/VIS); addn. of diiron-complex dissolved in CH2Cl2/CH3CN to a photolysis tube, purging with N2 for 30 min, irradiation under intense visible light (Xenon lamp) for 4 h; concn. by evapn. under reduced pressure, column chromy., elution (hexane) gives yellow band of ferrocene, elution (hexane/CHCl3) gives benzene-compd., evapn. to dryness, elem. anal.; | A n/a B 94% |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 25℃; for 8h; Reagent/catalyst; Temperature; Inert atmosphere; | 100% |
With aluminium trichloride | 25% |
With AlCl3 | 25% |
aluminium trichloride In carbon disulfide |
ferrocene
Conditions | Yield |
---|---|
With hydrogenchloride; oxygen; iron(III) chloride In diethyl ether passing O2 through mixt. of ferrocene in ether and FeCl3 in aq. HCl;; | 100% |
With FeCl3; O2; HCl In diethyl ether passing O2 through mixt. of ferrocene in ether and FeCl3 in aq. HCl;; | 100% |
With sulfuryl dichloride In benzene in boiling benzene, equimolar amt. of ferrocene and SO2Cl2;; | 97% |
Conditions | Yield |
---|---|
In water molar ratio cyclodextrin : ferrocene = 1:4, addn. of crystals of ferrocene to an aq. soln. of cyclodextrin at 60°C with stirring; washed with water, dried in vac., washed with THF, recrystn. from water or aq. alcohol; elem. anal.; | 100% |
In ethanol; water molar ratio cyclodextrin : ferrocene = 2:1, an aq. alcohol soln. of cyclodextrin (40% ethanol) was mixed with an aq. alcohol soln. of ferrocene (60% ethanol); addn. of water and/or partial removal of ethanol by evapn.; elem. anal.; | 85% |
In ethanol; water molar ratio cyclodextrin : ferrocene = 1:1, addn. of aq. soln. of cyclodextrin to an alcohol soln. of ferrocene with stirring and heating; elem. anal.; | 56% |
In ethanol; water molar ratio cyclodextrin : ferrocene = 1:1, addn. of aq. soln. of cyclodextrin to an alcohol soln. of ferrocene with stirring and heating; elem. anal.; | 36% |
ferrocene
A
ferrocenium
Conditions | Yield |
---|---|
In not given stoichiometric amt.; | A n/a B 100% |
ferrocene
2-methyl-4,6-bisferrocenyl pyridine
Conditions | Yield |
---|---|
Stage #1: ferrocene With potassium tert-butylate In tetrahydrofuran Inert atmosphere; Schlenk technique; Stage #2: With tert.-butyl lithium In tetrahydrofuran; pentane at -30℃; for 1h; Inert atmosphere; Stage #3: 2-ferrocenyl-6-methyl-pyridin-4-yl nonaflate Further stages; | 100% |
Conditions | Yield |
---|---|
With eosin In acetonitrile at 20℃; for 2h; Inert atmosphere; Schlenk technique; Irradiation; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
at -196 - 20℃; Sealed tube; | 100% |
Conditions | Yield |
---|---|
With 4,4'-bipyridine at 150℃; for 48h; Reagent/catalyst; | 100% |
Conditions | Yield |
---|---|
In dichloromethane soln. of (HgC6F5)3 (0.096 mol) in CH2Cl2 mixed with soln. ferrocene (0.538 mol) in CH2Cl2; crystd. by slow evapn. of solvent; crystals washed (hexane); elem. anal.; | 99% |
In dichloromethane no react. in CH2Cl2 soln.; (199)Hg NMR; | 0% |
ferrocene
pentamethylbenzene,
{(Cp)iron(II)(η6-pentamethylbenzene)}(PF6)
Conditions | Yield |
---|---|
With aluminium trichloride; aluminium In neat (no solvent) ferrocene, Al-powder and AlCl3 are ground in a mortar, the arene is added and mixt. is reground, rapidly transferred to a microwave app. (react. time 3 min) and heated; complex is isolated by adding water and pptg. with HPF6 from the aq. soln.; | 99% |
With aluminium trichloride; water; aluminium In not given treatment of ferrocene with benzene deriv. in presence of aluminium, AlCl3 and 1 equiv. of water at 100°C; Hamon J.R., Astruc D., MichaudP., J. Am. Chem. Soc., 1981, 103, 758-766; treatment with aq. ammonia, treatment with HPF6; |
ferricenium tetrakis(pentafluorophenyl)borate
A
ferrocene
Conditions | Yield |
---|---|
In diethyl ether for 0.5h; Inert atmosphere; Schlenk technique; Glovebox; | A 80% B 97% |
Conditions | Yield |
---|---|
With trichlorophosphate In perchloric acid; diethyl ether aq. HClO4 addn. to ferrocene, carbonyl compd. and POCl3 (room temp., over 2 h), addn. of ether, standing (15 h), pptn.; collection (filtration), washing (ether); elem. anal.; | 99% |
Conditions | Yield |
---|---|
With aluminium chloride In dichloromethane ferrocene (1.0 equiv.) added to a stirred suspension of benzoyl chloride(2.2 equiv.) and aluminium chloride (2.2 equiv.) in dichloromethane, st irred at room temp. overnight (16 h); washed with water, organic layer passed through a plug of alumina, washed with chloroform, washings concentrated in vacuo, crude product purified by flash column chromy. on silica gel (TLC Rf 0.26 (1:1 ether-hexane)), elem. anal.; | 99% |
With aluminium trichloride In dichloromethane to suspn. of AlCl3 in CH2Cl2 ligand was added, soln. of Fe-complex in CH2Cl2 was added, stirred for 3 ds at room temp. under Ar; aq. soln. of NaHCO3 was added, extd. with CH2Cl2, washed with aq. NaHCO3, dried over MgSO4, concd. under reduced pressure, column chromy. on silica gel with pentane-Et2O; elem. anal.; | 87% |
With aluminium trichloride; benzoyl chloride In dichloromethane soln. of C6H5COCl and AlCl3 in dry CH2Cl2 was added dropwise over a period of 1 h to a stirred soln. of ferrocene in dry CH2Cl2; soln. was refluxed for 30 min, hydrolized with 0.1 M HCl, product worked up; solid chromd. on alumina using benzene, following by ether ewluant; | 86% |
With aluminum (III) chloride In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Schlenk technique; | 75% |
With AlCl3 In dichloromethane |
Conditions | Yield |
---|---|
With trichlorophosphate In perchloric acid; diethyl ether aq. HClO4 addn. to ferrocene, carbonyl compd. and POCl3 (room temp., over 1 h), addn. of ether, standing (15 h), pptn.; collection (filtration), washing (ether); elem. anal.; | 99% |
ferrocene
<33>(1,3,5)-cyclophane
Conditions | Yield |
---|---|
With aluminium trichloride; aluminium In decalin Ar-atmosphere; heating cyclophane with excess of Fe-complex, AlCl3 and Al (160°C, 2 h), cooling in ice bath, washing aq. layer (Et2O), filtration, addn. of excess of aq. NH4PF6 (pptn.); filtration, drying (vac., room temp.); elem. anal.; | 99% |
ferrocene
(C5H5)2Fe(1+)*Co(C27H34N4O4)(1-)=[(C5H5)2Fe][Co(C27H34N4O4)]
Conditions | Yield |
---|---|
In cyclohexane excess Cp2Fe (pptn.); centrifugation; | 99% |
ferrocene
(C5H5)2Fe(1+)*Co(C27H32Cl2N4O4)(1-)=[(C5H5)2Fe][Co(C27H32Cl2N4O4)]
Conditions | Yield |
---|---|
In cyclohexane excess Cp2Fe (pptn.); centrifugation; | 99% |
Conditions | Yield |
---|---|
In dichloromethane Irradiation (UV/VIS); irradiation (visible light, 250 W luminescence lamp), 0°C, 1 h, intense stirring; soln. concentrating in vacuum, residue washing repeatedly by petroleum ether, vacuum drying; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In methanol; diethyl ether; water addn. of soln. of ferocene (in Et2O) to soln. of Hg-salt (in MeOH), stirring (ambient temp., 15 - 30 min), pouring into ice H2O, satd. with NaCl, stirring (2 h); filtration, washing, (15 % aq. KI, satd. aq. NaCl, H2O, EtOH and ether),drying; elem. anal.; | 99% |
In methanol; water 50°C; addn. of soln. of ferocene (in Et2O) to soln. of Hg-salt (in MeOH), stirring (ambient temp., 15 - 30 min), pouring into ice H2O, satd. with NaCl, stirring (2 h); filtration, washing, (15 % aq. KI, satd. aq. NaCl, H2O, EtOH and ether),drying; elem. anal.; | 99% |
In methanol; water addn. of ferocene to soln. of Hg-salt (in MeOH), stirring (ambient temp., 15 - 30 min), pouring into ice H2O, satd. with NaCl, stirring (2 h); filtration, washing, (15 % aq. KI, satd. aq. NaCl, H2O, EtOH and ether),drying; | 99% |
ferrocene
(E)-4,4-dimethyl-2-pentenoyl chloride
Conditions | Yield |
---|---|
With AlCl3 In dichloromethane under N2; CH2Cl2 added with stirring to mixt. of Fe complex and AlCl3 (molar ratio 1:1); cooled to -78°C; soln. of t-BuCHCHC(O)Cl (1 equiv.) in CH2Cl2 added dropwise over 30 min; warmed slowly to room temp. over 20 min; quenched by dropwise addition of satd. aq. soln. of Na2S2O4; org. layer sepd.; washed with water and satd. aq. NaCl in air; dried (MgSO4); soln.filtered; volatiles removed in vac.; recrystd. from satd. soln. in hexa ne-Et2O at -30°C; elem. anal.; | 99% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 0.25h; Friedel-Crafts Acylation; Inert atmosphere; Schlenk technique; | 99% |
With aluminum (III) chloride In dichloromethane at 20℃; for 3h; Inert atmosphere; | 0.243 g |
Friedel-Crafts Acylation; |
ferrocene
bis(nonafluoro-tert-butyl) peroxide
Conditions | Yield |
---|---|
at 20℃; Schlenk technique; | 99% |
Schlenk technique; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: N-methyl-N-phenylformamide With trichlorophosphate at 0℃; for 0.25h; Stage #2: ferrocene at 20℃; Inert atmosphere; | 98% |
With phosphorus oxychloride In neat (no solvent) anilide and P-compd. stirring at room temp. for 30 min, Fe-compd. addn.,mixt. stirring at room temp. for 3 d, quenching by pouring onto ice, aq . layer extn. after 2 h with Et2O, org. layer drying (MgSO4), vac. concn.; residue flash column chromy. (SiO2, petrol/E2O 7:3 to 5:5), recrystn. (hot petroleum); | 87% |
With trichlorophosphate In neat (no solvent) Vilsmeyer formylation; double mol amt. of formylation mixt., few days at ambient temp.;; | 81% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane ferrocene and 2 equivs. of acid anhydride suspended in CH2Cl2 and cooledto 0°C, boron trifluoride etherate added over 10 min, stirred at room temp. for 3 h; poured into ice H2O, sepd., the org. layer washed (satd. NaHCO3 soln.), dried (MgSO4), solvent-removed, flash-chromd. (SiO2, cyclohexane/EtOAc); | 98% |
With aluminum (III) chloride In chloroform at 4 - 40℃; for 1h; Friedel-Crafts Acylation; | 87% |
With polyphosphoric acid In propionic acid anhydride Ar-atmosphere; addn. of excess of anhydride to Fe-complex soln., addn. of polyphosphoric acid, heating to 100°C for 15 min; pouring into ice water, neutralization (aq. Na2CO3), extn. into ether, washing of org. phase (H2O), drying (MgSO4), filtration, concn. (vac.), chromy. (SiO2, ether/pentane=1:3); | 80% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane ferrocene and 2 equivs. of acid anhydride suspended in CH2Cl2 and cooledto 0°C, boron trifluoride etherate added over 10 min, stirred at room temp. for 3 h; poured into ice H2O, sepd., the org. layer washed (satd. NaHCO3 soln.), dried (MgSO4), solvent-removed, flash-chromd. (SiO2, cyclohexane/EtOAc);obtained as oil; | 98% |
With aluminum (III) chloride In chloroform at 4 - 40℃; for 1h; Friedel-Crafts Acylation; | 84% |
With aluminum oxide In dichloromethane stirring (30 min); extraction (water, Et2O), chromy.; | 60% |
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