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inquiryProduct Name: 1-(Ferrocenyl)ethanol CAS: 1277-49-2 MF: C12H14FeO10* MW: 230.08 EINECS: 625-176-1 Mol File: 1277-49-2.mol 1-(Ferrocenyl)ethanol Structure 1-(Ferrocenyl)ethanol Chemical Properties Melting point 76-79 °C(lit.
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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inquiryLower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe
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1-(Ferrocenyl)ethanol cas 1277-49-2Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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inquiryConditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C39H45FeN2O2PS; hydrogen; sodium methylate In methanol at 40℃; for 12h; Reagent/catalyst; Solvent; Autoclave; Large scale; | 99% |
With LiAlH4 In diethyl ether LiAlH4 (10.54 mmol) added in portion to soln. of acetylferrocene (4.38 mmol) (0°C) under N2; stirred (room temp., 3 h);; cooled to 0°C; H2O added; ether added; org. layer sepd.; aq. layer extd. with ether; combined org. layers dried over Na2SO4; filtered; concd.; | 97% |
With potassium tert-butylate; hydrogen; tetracarbonyl(2-(diphenylphosphino)-ethylamine)chromium(0) In diethylene glycol dimethyl ether at 120℃; under 37503.8 Torr; for 14h; Autoclave; | 97% |
ferrocenecarboxaldehyde
1-ferrocenylethanol
Conditions | Yield |
---|---|
With LiAlH4 In diethyl ether Ar-atmosphere; addn. of acetylferrocene to excess LiAlH4 (15-20°C, stirring); addn. of satd. aq. NH4Cl (cooling to 0-5°C), washing of org. layer (water), drying (Na2SO4), solvent removal; | 93% |
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran N2-atmosphere; molar ratio SmI2:ferrocene derivative:water=2.6:1:11, 25°C, 10 min; addn. of ice water, filtration over SiO2, concn.; | 92% |
Conditions | Yield |
---|---|
With methylmagnesium bromide In not given Wittig reaction;; | A 6% B 90% |
With CH3MgBr In not given Wittig reaction;; | A 6% B 90% |
Conditions | Yield |
---|---|
In diethyl ether reflux; | 85.3% |
Conditions | Yield |
---|---|
In methanol lithium borohydride (5.0 equiv.) added to a soln. of the ferrocenyl ketone (1.0 equiv.) in methanol, stirred at room temp. overnight (16 h), water added; extracted with ether, dried (MgSO4), concentrated in vacuo, crude product purified by flash column chromy. on silica gel (TLC Rf 0.66 (1:3 acetone-hexane)), elem. anal.; | A 2% B 77% |
Conditions | Yield |
---|---|
In ethanol Irradiation (UV/VIS); UV-photolysis in abs. ethanol; mechanism discussed;; | A 4% B 9% C 4% D 58% |
In ethanol Irradiation (UV/VIS); UV-photolysis in abs. ethanol, presence of H2O; mechanism discussed;; | A n/a B 0% C n/a D n/a |
Conditions | Yield |
---|---|
In acetonitrile addn. of Zn complex to soln. of ferrocene derivative in CH3CN at room temp., strirred for 45 min at room temp., addn. of soln. of FeCl3*6H2O, stirred for 20 min; extraction with CH2Cl2, dried (MgSO4), evapn. of solvent, chromy. (silica gel / CCl4/Et2O: 5/2); | 50% |
Conditions | Yield |
---|---|
With aluminum oxide In n-heptane ambient temp., neutral Al2O3;; | A 6% B 3% C 44% |
lithium aluminium tetrahydride
acetylferrocene
A
vinyl ferrocene
B
1-ferrocenylethanol
Conditions | Yield |
---|---|
In tetrahydrofuran room temp., 16 h; |
hydrogenchloride
(C5H5)Fe(C5H4CH(CH3)OCH2COOCH3)
A
1-ferrocenylethanol
Conditions | Yield |
---|---|
In diethyl ether addn. of aq. HCl (1:1) to Fe-complex soln., stirring (room temp., 24 h); TLC (SiO2); product mixt. not sepd., detd. by NMR spectroscopy; |
sodium tetrahydroborate
acetylferrocene
A
vinyl ferrocene
B
1-ferrocenylethanol
Conditions | Yield |
---|---|
In methanol room temp., 16 h; |
Conditions | Yield |
---|---|
In water decompn. in H2O at 20-40°C;; | A <1 B n/a |
In water decompn. in H2O at 20-40°C;; | A <1 B n/a |
Conditions | Yield |
---|---|
With acetic acid In benzene | |
With CH3COOH In benzene |
Conditions | Yield |
---|---|
With water In water reaction with Na at -78°C or with Mg at -10°C, hydrolysis at ambient temp.; yield of products depends on conditions;; |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With water; sodium carbonate In water -78°C;; |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With hydroxide In water alkaline hydrolysis;; | |
With OH(1-) In water alkaline hydrolysis;; |
Conditions | Yield |
---|---|
In benzene | |
In benzene | |
In benzene |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With water In water | |
With water In tetrahydrofuran; water Kinetics; 50°C, 50 Vol.-% H2O; | |
With H2O In water; acetone Kinetics; 10-40 Vol.-% H2O, 50°C; |
Conditions | Yield |
---|---|
byproducts: C10H9FeCOCH3, (C5H5Fe(CO)2)2; | |
byproducts: C10H9FeCOCH3, (C5H5Fe(CO)2)2; |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride byproducts: C10H9FeCOCH3, (C5H5Fe(CO)2)2; | |
With LiAlH4 byproducts: C10H9FeCOCH3, (C5H5Fe(CO)2)2; |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With water |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With LiAlH4 11-28 % retention of configuration; | |
With LiAlH4 In diethyl ether addn. of LiAlH4 to starting complex soln. in diethyl ether at 0°C under N2, reaction for 1 h; addn. of dil. NaOH or water at 0 or 25°C; |
B
1-ferrocenylethanol
Conditions | Yield |
---|---|
With water In diethyl ether; water | |
With H2O In diethyl ether; water |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With methanol In methanol Kinetics; methanolysis at 0°C; IR; |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With water In acetone byproducts: vanillin; heating in aq. acetone; | >99 |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With silica gel In not given byproducts: p-hydroxybenzaldehyde; hydrolysis during an attempt of purification on a SiO2 column; | >99 |
(C6H5)CN4H(CH(CH3)(C5H4)Fe(C5H5))(1+)*BF4(1-)=[C6H5CN4H(CH(CH3)(C5H4)Fe(C5H5))]BF4
A
5-Phenyl-1H-tetrazole
B
1-ferrocenylethanol
Conditions | Yield |
---|---|
With sodium hydroxide In water refluxing (5-10 min), cooling to 5 to 7°C; ppt. filtration off, washing (hot pentane), Fe-compd. obtaining from pentane extracts by drying, tetrazole remaining in the solid residue; |
1-ferrocenylethanol
γ-cyclodextrin
Conditions | Yield |
---|---|
In water molar ratio cyclodextrin : ferrocene = 1:2, addn. of crystals of ferrocene to an aq. soln. of cyclodextrin at 60°C with stirring; washed with water and THF, recrystn. from water or aq. alcohol; elem. anal.; | 100% |
1-ferrocenylethanol
Conditions | Yield |
---|---|
In water molar ratio cyclodextrin : ferrocene = 1:2, addn. of crystals of ferrocene to an aq. soln. of cyclodextrin at 60°C with stirring; washed with water and THF, recrystn. from water or aq. alcohol; elem. anal.; | 100% |
Conditions | Yield |
---|---|
With potassium hydroxide; trifluoroacetic acid In acetone addn. of 1.1 equiv. of mercapto-acid to Fe-complex soln., cooling to 0°C, addn. of CF3COOH, standing (room temp., overnight); addn. of 5% aq. KOH, treatment with CH2Cl2, addn. of few drops H3PO4 to aq. layer, extn. into CH2Cl2, shaking of extract with H2O, drying (MgSO4), evapn., recrystn. (hexane/C6H6 or EtOAc, not specified); elem. anal.; | 99% |
With ammonium cerium (IV) nitrate In nitromethane at 20℃; Inert atmosphere; | 65% |
With CF3COOH or CH3COOH | <=93 |
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran N2-atmosphere; molar ratio SmI2:ferrocene derivative:water=3.6:1:5.5, refluxing for 50 min; chromy. (SiO2, AcOEt/hexane=1:1); elem. anal.; | 99% |
Conditions | Yield |
---|---|
With pyridine at 20℃; Inert atmosphere; | 99% |
With catalyst: DMAP In triethylamine acetic anhydride (196 mmol) and DMAP added to soln. of 1-ferrocenylethanol (38.5 mmol); stirred (room temp., 17 h); solvent removed; dild. with ether (200 ml) and H2O (100 ml); org. layer sepd.; dried over Na2SO4; filtered; concd.; | 93% |
With pyridine for 24h; Darkness; | 76% |
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2.5h; |
Conditions | Yield |
---|---|
Stage #1: 1-ferrocenylethanol With n-butyllithium In tetrahydrofuran; hexane for 0.0833333h; Inert atmosphere; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; hexane for 0.0833333h; Inert atmosphere; Stage #3: aniline Further stages; | A 98% B n/a |
Conditions | Yield |
---|---|
With copper(II) sulfate In toluene byproducts: H2O; in boiling toluene;; | 97% |
With potassium hydrogensulfate In benzene byproducts: H2O; in boiling benzene;; | 90% |
In neat (no solvent) byproducts: H2O; 210°C, 20 Torr;; | 84% |
1,2,3-Benzotriazole
1-ferrocenylethanol
1-N-(1-ferrocenyl-1-methyl)ethylbenzotriazole
Conditions | Yield |
---|---|
With tetrafluoroboric acid In dichloromethane; water addn. of aq. HBF4 to a mixt. of iron complex and heterocycle in CH2Cl2, stirring for 5 min; addn. of Et2O, water, ascorbic acid, sepn., washing org. phase with coldwater, evapn. drying over CaCl2; elem. anal.; | 97% |
With HBF4 In dichloromethane treatment of 1-ferrocenylethanol with benzotriazole in CH2Cl2 in the presence of 45% aq. HBF4 at room temp. for several minutes ((J. Organomet. Chem. 580 (1999) 26); | 93% |
With tetrafluoroboric acid In dichloromethane 20°C; |
Conditions | Yield |
---|---|
byproducts: (CH3)2NH; (Ar); mixing for 3 h at 80-90°C; fractionation under deep vac.; TLC; column chromy. (silica gel); elem. anal.; | 96.5% |
Conditions | Yield |
---|---|
byproducts: (C2H5)2NH; (Ar); mixing for 3 h at 80-90°C; fractionation under deep vac.; TLC; column chromy. (silica gel); elem. anal.; | 96.5% |
Conditions | Yield |
---|---|
With CF3COOH or CH3COOH | 96% |
With tetrafluoroboric acid In dichloromethane; water at 20℃; for 0.0833333h; | 83% |
1-ferrocenylethanol
N,N-diethyl-1,1,1-trimethylsilanamine
A
vinyl ferrocene
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: (C2H5)2NH, H2O, (CH3)3SiOSi(CH3)3; under argon; equimolar amts of diethylaminotrimethylsilane and the Fe complex are heated to 80-90°C; reaction mixt. distd. under vac.; vinylferrocene recrystd. from hexane; products identified by chromy., IR, and mass spectrometry; | A 4% B 96% |
In toluene byproducts: (C2H5)2NH, H2O, (CH3)3SiOSi(CH3)3; under argon; 0.131 mol of diethylaminotrimethylsilane and 0.048 mol of the Fe complex in toluene are heated for 4 h at 120-125°C while distilling off the liberated Et2NH; after cooling, the pptd. crystals of vinylferrocene are sepd.; filtrate distd. under vac.; vinylferrocene recrystd. from hexane; products identified by chromy., IR, and mass spectrometry; | A 83% B 17% |
In neat (no solvent) byproducts: (C2H5)2NH, H2O, (CH3)3SiOSi(CH3)3; under argon; 0.104 mole of diethylaminotrimethylsilane and 0.02 mole of the Fe complex are heated to 60-65°C; reaction mixt. distd. under vac.; vinylferrocene recrystd. from hexane; products identified by chromy., IR, and mass spectrometry; | A 25% B 75% |
Conditions | Yield |
---|---|
With perchloric acid In dichloromethane byproducts: H2O; addn. of acid to soln. of Fe-complex and phosphine in CH2Cl2 with vigorous stirring, stirring (20°C, 30 min), addn. of ether, keeping (10-15 h, 5-8°C), pptn.; filtration, washing (dry ether), crystn. (EtOH) or repptn. from soln. in acetone (ether); elem. anal.; | 96% |
1-ferrocenylethanol
sodium benzotriazolate
1-N-(1-ferrocenyl-1-methyl)ethylbenzotriazole
Conditions | Yield |
---|---|
With tetrafluoroboric acid In dichloromethane; water byproducts: NaBF4; addn. of aq. HBF4 to mixt. of sodium benzotriazolide and Fe complex in CH2Cl2 with rapid stirring; maintaining, 1 h; evapn.; addn. of ether; washing ethereal soln. (water); drying over Na2SO4; evapn.; crystn. (hexane); elem. anal.; | 96% |
Conditions | Yield |
---|---|
In dichloromethane all manipulations under Ar atm.; to soln. of ferrocenyl compd. added equiv. amt. of soln. of B compd. in CH2Cl2, stirred at room temp. for 3.5 h; quenched with aq. NH4Cl, org. layer sepd., aq. layer extd. with CH2Cl2,combined org. extracts dried over anhyd. MgSO4, solvent removed in vac., chromy., elem. anal.; | 95% |
Conditions | Yield |
---|---|
In diethyl ether in cold abs. ether;; | 95% |
Conditions | Yield |
---|---|
In dichloromethane; water aq. HBF4 was added to mixt. of corazol and Fe-complex in CH2Cl2, 15 min,Et2O was added; filtered, washed with ether, dried; elem. anal.; | 94% |
1-ferrocenylethanol
1-ferrocenylmethyl-1H-1,2,3-benzotriazole
C6N3H4((CH(CH3)C5H4)Fe(C5H5))2(1+)*BF4(1-)=C6N3H4((CH(CH3)C5H4)Fe(C5H5))2BF4
Conditions | Yield |
---|---|
In dichloromethane aq. soln. of HBF4 addn. to intensively stirred soln. of Fe-compounds, stirring 3-5 min, ether addn.; ppt. filtration off, washing (water, hexane) drying (CaCl2, vacuum); elem. anal., mass spectroscopy; | 94% |
Conditions | Yield |
---|---|
In dichloromethane aq. HBF4 addn. to vigorously stirred soln. of Fe-compounds, 4 min; ppt. filtration off, washing (cold water, pentane), drying (CaCl2, vacuum); elem. anal., mass spectroscopy; | 94% |
1-ferrocenylethanol
N-Phenyl-2-naphthylamine
C5H5FeC5H4CH(CH3)N(C6H5)(C10H7)
Conditions | Yield |
---|---|
With HClO4 or HBF4 In dichloromethane byproducts: H2O; aq. HClO4 (70 %) or HBF4 (45 %) added (vigorous stirring) to the Fe-complex and the amine; soln. stirred (30 min, room temp.), addn. of ether; ether soln. washed twice (water), dried (sodium sulfate), solvent removed (vac.); elem. anal.; | 93% |
1-ferrocenylethanol
N-(α-ferrocenylethyl)azoniaferrocene tetrafluoroborate
Conditions | Yield |
---|---|
In dichloromethane aq. HBF4 addn. to vigorously stirred soln. of Fe-compounds, 5 min, diethyl ether addn., water addn.; pptn. on cooling (0°C), ppt. filtration off, washing (water, ether), drying (CaCl2, vacuum); elem. anal., mass spectroscopy; | 93% |
Conditions | Yield |
---|---|
With potassium hydroxide semihydrate In dimethyl sulfoxide at 70℃; under 9880.66 Torr; for 0.75h; Temperature; Concentration; Reagent/catalyst; Autoclave; | 93% |
With potassium hydroxide In dimethyl sulfoxide at 70 - 80℃; | 93% |
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate In nitromethane at 20℃; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With HBF4 or HClO4 In dichloromethane byproducts: H2O; aq. HBF4 (45 %) or HClO4 (70 %) added (vigorous stirring) to the Fe-complex and PhSH; soln. stirred (60 min, 20°C), addn. of ether; ether soln. washed twice (water), dried (sodium sulfate), solvent removed (vac.), recrystn. (ethanol); | 92% |
Conditions | Yield |
---|---|
With HBF4 or HClO4 In dichloromethane byproducts: H2O; aq. HBF4 (45 %) or HClO4 (70 %) added (vigorous stirring) to the Fe-complex and the amine; soln. stirred (30 min, room temp.), addn. of ether; ether soln. washed twice (water), dried (sodium sulfate), solvent removed (vac.); elem. anal.; | 92% |
1-ferrocenylethanol
Conditions | Yield |
---|---|
With pyridine In dichloromethane byproducts: H2O; addn. of acid to soln. of Fe-complex and base in CH2Cl2 with vigorous stirring, stirring (20°C, 45 min), addn. of ether, keeping (10-15 h, 5-8°C), pptn.; filtration, washing (dry ether), crystn. (EtOH) or repptn. from soln. in acetone (ether); elem. anal.; | 92% |
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