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inquiryProduct Name: DIETHYLALUMINUM ETHOXIDE Synonyms: 25%w/winhexane;Diethylaluminium ethoxide, 1.3M solution in hexane;Diethylaluminium ethoxide, 25 wt% solution in toluene;diethylaluminum ethoxide solution;Diethylaluminiumethoxid;Diethylaluminum et
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inquiryProduct Name: DIETHYLALUMINUM ETHOXIDE CAS: 1586-92-1 MF: C6H15AlO MW: 130.16 EINECS: 216-447-1 Mol File: 1586-92-1.mol DIETHYLALUMINUM ETHOXIDE Structure DIETHYLALUMINUM ETHOXIDE Chemical Properties Melting point 2.5-4.5 °
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Conditions | Yield |
---|---|
at 170℃; |
triethylaluminum
sodium ethanolate
A
diethyl(ethoxy)aluminum
B
sodium tetraethylaluminate
Conditions | Yield |
---|---|
In hexane; n-heptane; toluene at 70℃; for 1h; |
Conditions | Yield |
---|---|
With ethanol In hexane byproducts: ethane; Ar, ethanol in hexane added dropwise to a soln. of AlEt3 at -30°C; hexane was distilled off; residue was vac. distilled; |
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
With O2 In xylene shaking of Al2Et6 soln. with different amts. of dry atm. O2 (mole ratio 3.5/1 - 2/1); spect. anal. {(27)Al-NMR}; | |
With O2 In n-heptane shaking of Al2Et6 soln. with different amts. of dry atm. O2 (mole ratio 3.5/1 - 2/1); spect. anal. {(27)Al-NMR}; |
methyltriphenylphosphonium bromide
diethyl(ethoxy)aluminum
buta-1,3-diene
Conditions | Yield |
---|---|
In further solvent(s) solvent: ethyleneoxide, addn. of (C6H5)2C(Br)CH3 to the react. mixt. at 0-10°C; | 99% |
In further solvent(s) solvent: ethyleneoxide, addn. of (C6H5)2C(Br)CH3 to the react. mixt. at 0-10°C; | 99% |
In diethyl ether an orange soln. reacts with phenyl- and halide substituted methane derivative; |
Conditions | Yield |
---|---|
In diethyl ether -80°C, filtration, addn. of allylbromide to the mixt. at 0°C; | 95% |
In diethyl ether -80°C, filtration, addn. of allylbromide to the mixt. at 0°C; | 95% |
In diethyl ether byproducts: (π-C3H5NiBr)2; -80°C, filtration, addn. of allylbromide to the mixt. at -20°C; | |
In diethyl ether byproducts: (π-C3H5NiBr)2; -80°C, filtration, addn. of allylbromide to the mixt. at -20°C; |
diethyl(ethoxy)aluminum
1,5-dicyclooctadiene
bis(1,5-cyclooctadiene)nickel (0)
Conditions | Yield |
---|---|
In benzene molar ratio nickel acetylacetonat : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; | 93.5% |
In benzene molar ratio nickel acetylacetonate : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; washing with cold benzene and ether; | 93.5% |
In benzene molar ratio nickel acetylacetonate : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; washing with cold benzene and ether; | 93.5% |
In benzene molar ratio nickel acetylacetonat : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; | 93.5% |
Conditions | Yield |
---|---|
100°C; | 93% |
(Z)-1-chloro-4-phenylbut-1-en-1-yl acetate
diethyl(ethoxy)aluminum
ethyl 4-phenylbutyrate
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; Heating; | 92% |
[2,2]bipyridinyl
diethyl(ethoxy)aluminum
diethyl(2,2'-bipyridyl)nickel(II)
Conditions | Yield |
---|---|
Stage #1: [2,2]bipyridinyl; bis(acetylacetonate)nickel(II) In diethyl ether at 25℃; Inert atmosphere; Schlenk technique; Stage #2: diethyl(ethoxy)aluminum In diethyl ether at -20 - 25℃; for 52h; Inert atmosphere; Schlenk technique; | 87% |
(E)-1,2-diphenyl-ethene
bis(triphenylphosphine)ethylenenickel(0)
diethyl(ethoxy)aluminum
trans-C6H5CHCHC6H5Ni(P(C6H5)3)2
Conditions | Yield |
---|---|
With triphenylphosphine In benzene byproducts: methylenecyclopropane, methylenecyclopropane trimers; Ar-atmosphere; molar ratio Ni-complex : olefin = 1:3, stirring (20°C, 22 h); evapn., pptn. with ether, filtration, washing (ether), drying (vac.); | 80% |
Conditions | Yield |
---|---|
at 170℃; |
triethylaluminum
sodium ethanolate
A
diethyl(ethoxy)aluminum
B
sodium tetraethylaluminate
Conditions | Yield |
---|---|
In hexane; n-heptane; toluene at 70℃; for 1h; |
Conditions | Yield |
---|---|
With ethanol In hexane byproducts: ethane; Ar, ethanol in hexane added dropwise to a soln. of AlEt3 at -30°C; hexane was distilled off; residue was vac. distilled; |
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
With O2 In xylene shaking of Al2Et6 soln. with different amts. of dry atm. O2 (mole ratio 3.5/1 - 2/1); spect. anal. {(27)Al-NMR}; | |
With O2 In n-heptane shaking of Al2Et6 soln. with different amts. of dry atm. O2 (mole ratio 3.5/1 - 2/1); spect. anal. {(27)Al-NMR}; |
methyltriphenylphosphonium bromide
diethyl(ethoxy)aluminum
buta-1,3-diene
Conditions | Yield |
---|---|
In further solvent(s) solvent: ethyleneoxide, addn. of (C6H5)2C(Br)CH3 to the react. mixt. at 0-10°C; | 99% |
In further solvent(s) solvent: ethyleneoxide, addn. of (C6H5)2C(Br)CH3 to the react. mixt. at 0-10°C; | 99% |
In diethyl ether an orange soln. reacts with phenyl- and halide substituted methane derivative; |
Conditions | Yield |
---|---|
In diethyl ether -80°C, filtration, addn. of allylbromide to the mixt. at 0°C; | 95% |
In diethyl ether -80°C, filtration, addn. of allylbromide to the mixt. at 0°C; | 95% |
In diethyl ether byproducts: (π-C3H5NiBr)2; -80°C, filtration, addn. of allylbromide to the mixt. at -20°C; | |
In diethyl ether byproducts: (π-C3H5NiBr)2; -80°C, filtration, addn. of allylbromide to the mixt. at -20°C; |
diethyl(ethoxy)aluminum
1,5-dicyclooctadiene
bis(1,5-cyclooctadiene)nickel (0)
Conditions | Yield |
---|---|
In benzene molar ratio nickel acetylacetonat : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; | 93.5% |
In benzene molar ratio nickel acetylacetonate : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; washing with cold benzene and ether; | 93.5% |
In benzene molar ratio nickel acetylacetonate : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; washing with cold benzene and ether; | 93.5% |
In benzene molar ratio nickel acetylacetonat : cyclooctadiene = 1 : 2.5-5, benzene free from air, reduction between 0 and 5°C, 2 h, and room temp. 15 h; | 93.5% |
Conditions | Yield |
---|---|
100°C; | 93% |
(Z)-1-chloro-4-phenylbut-1-en-1-yl acetate
diethyl(ethoxy)aluminum
ethyl 4-phenylbutyrate
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; Heating; | 92% |
[2,2]bipyridinyl
diethyl(ethoxy)aluminum
diethyl(2,2'-bipyridyl)nickel(II)
Conditions | Yield |
---|---|
Stage #1: [2,2]bipyridinyl; bis(acetylacetonate)nickel(II) In diethyl ether at 25℃; Inert atmosphere; Schlenk technique; Stage #2: diethyl(ethoxy)aluminum In diethyl ether at -20 - 25℃; for 52h; Inert atmosphere; Schlenk technique; | 87% |
(E)-1,2-diphenyl-ethene
bis(triphenylphosphine)ethylenenickel(0)
diethyl(ethoxy)aluminum
trans-C6H5CHCHC6H5Ni(P(C6H5)3)2
Conditions | Yield |
---|---|
With triphenylphosphine In benzene byproducts: methylenecyclopropane, methylenecyclopropane trimers; Ar-atmosphere; molar ratio Ni-complex : olefin = 1:3, stirring (20°C, 22 h); evapn., pptn. with ether, filtration, washing (ether), drying (vac.); | 80% |
3-methyltetrahydrofuran
vanadium(III) bromide
sodium tetraphenyl borate
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
In further solvent(s) (Ar); VBr3 and 3-methyltetrahydrofuran refluxed for 12 h; cooled (room temp.); addn. of soln. of AlEt2OEt in toluene; stirred (10 days; room temp.); filtration through Celite onto NaBPh4; stirred for 12 h at room temp.;; filtration (Celite); hexane placed on top of soln.; soln. allowed to stand for several days; crystals filtered, washed (hexane) and dried (vacuum);; | 76.5% |
Conditions | Yield |
---|---|
In diethyl ether at about 0°C; recrystn. from ether; | 75% |
In diethyl ether at about 0°C; | 57% |
In diethyl ether at about 0°C; | 57% |
5-methyl-2-furanone
diethyl(ethoxy)aluminum
benzaldehyde
(4S,5S)-4-Acetyl-5-phenyl-dihydro-furan-2-one
β-acetyl-γ-phenyl-γ-butyrolactone
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; for 4h; crossed aldol reaction; | A 74% B n/a C n/a |
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
In benzene 0-20°C; | 71% |
In benzene 0-20°C; | 71% |
In benzene 0-5°C; | 60% |
In benzene 0-5°C; | 60% |
Conditions | Yield |
---|---|
In diethyl ether from -20°C to 10°C, under N2, Ar or in vac.; | 70% |
In diethyl ether from -20°C to 10°C, under N2, Ar or in vac.; | 50% |
diethyl(ethoxy)aluminum
(2,2'-bipyridine)diethylpalladium(II)
Conditions | Yield |
---|---|
With [2,2]bipyridinyl In diethyl ether under Ar; Pd(acac)2 and 2,2'-bipyridine were suspensed; addition of Al(C2H5)2(OC2H5); stirred for 4 d at 22°C; filtered; washed 3 times with Et2O; dried in vacuo; crystals extracted (acetone) under reduced pressure; solid separated; dried in vacuo; elem.anal.; | A 67% B n/a |
Conditions | Yield |
---|---|
In tetrahydrofuran at -10℃; for 4h; crossed aldol reaction; | A 61% B n/a C n/a |
tetrahydrofuran
vanadium(III) bromide
sodium tetraphenyl borate
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
In tetrahydrofuran (Ar); VBr3 and tetrahydrofuran refluxed for 12 h; cooled (room temp.); addn. of soln. of AlEt2OEt in toluene; stirred (10 days; room temp.); filtration through Celite onto NaBPh4; stirred for 12 h at room temp.;; filtration (Celite); hexane placed on top of soln.; soln. allowed to stand for several days; crystals filtered, washed (hexane) and dried (vacuum);; | 61% |
2,2-[μ-(N,N'-piperazindiyl)dimethyl]-bis(4,6-di-tert-butyl-phenol)
diethyl(ethoxy)aluminum
ethoxy aluminium-N,N-bis(benzyl-3,5-di-tert-butyl-phenol)piperazine
Conditions | Yield |
---|---|
In diethyl ether; toluene in atm. of N2 or Ar using Schlenk technique; AlEt2OEt in Et2O added dropwise to piperazine deriv. soln. in toluene at 50°C, stirred at 50°C ca. 30 min; mixt. refluxed at 110°C for 5 h; solvent removed in vacuo, solid washed with pentane 3 times; pumped dry;elem. anal.; | 59% |
Conditions | Yield |
---|---|
In diethyl ether under Ar; a mixt. of Fe-contg. compd. (12.9 mmol) and a ligand (30.3 mmol) in Et2O was treated dropwise at ca. -20°C with Al-contg. compd. (36.7 mmol); the mixt. was allowed to warm up to room temp.; stirring for 12 h at room temp.; the solid was filtered off, washed with Et2O, C7H16 and dried in vac.; IR-, NMR spectra; | 55% |
iron(III)-acetylacetonate
diethyl(ethoxy)aluminum
buta-1,3-diene
Dimethyl(phenyl)phosphine
(1,3-butadiene)tris(dimetylphenylphosphine)iron(0)
Conditions | Yield |
---|---|
In not given reaction of Fe(acac)3 with AlEt2OEt in the presence of PPhMe2, excess of 1,3-butadiene, 0°C; | 52% |
diethyl(ethoxy)aluminum
methylene cyclopropane
(η2-methylenecyclopropane)bis(triphenylphosphine)nickel
Conditions | Yield |
---|---|
With triphenylphosphine In benzene Ar-atmosphere; molar ratio Ni : PPh3 : Al : olefin = 1:2:3:4; stirring (20°C, 9 h, pptn.); filtration, washing (ether), drying (vac.); | 44% |
diphenyl dicyclopentadienyl-zirconium
diethyl(ethoxy)aluminum
(C5H5)2Zr(C6H4Al(C2H5)2OC2H5)
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene Ar or N2-atmosphere; 80°C (18 h); evapn. (vac., room temp.), toluene addn., evapn. (vac.), pptn. on pentane addn. (sonicating, 30 min), filtering, pptn. on concg., decanting, drying (vac.); elem. anal.; | 44% |
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
In tetrahydrofuran under Ar to C14H10Mg*nTHF in THF stirring at 20°C added during 30 min dropwise CH3CH2OAl(C2H5)2H in THF; after standing 1-2 d warmed to50-60°C, filtrated warm; crystn. in any h at -20°C; filtrated, washed with cooled ether,dried at 20°C/1E-3 torr; elem. anal.; | 43% |
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
In benzene suspn. of Ni-compd. in benzene is treated with the Al compd. at room temp. (under Ar) with stirring, further stirring for 3 d; filtn., evapn. (vac.), addn. of THF, filtn., addn. of ether to the filtrate and extn. with benzene; elem. anal.; | A 40% B n/a |
(Z)-1-chloro-4-phenylbut-1-en-1-yl acetate
diethyl(ethoxy)aluminum
Conditions | Yield |
---|---|
With dimethyl sulfoxide In tetrahydrofuran at 0 - 20℃; for 15h; Claisen condensation; | 38% |
Conditions | Yield |
---|---|
In diethyl ether addn. of 11.0mmol (C2H5O)Al(C2H5)2 to 3.6mmol Pd-compound and 7.2mmol bipyridine in 50ml ether, stirring at 22°C for 6d, filtration, extractn. of residue with ethylether, concn. of ether extract, crystn. on cooling to -18°C (7d);; filtration under Ar, washing with ether, drying in vac.; elem. anal.;; | 32% |
diethyl(ethoxy)aluminum
B
1-methyl-4-(3-phenyl-1-propen-1-yl)benzene
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; for 15h; | A 27% B 16% |
1,10-Phenanthroline
diethyl(ethoxy)aluminum
diethyl(1.10-phenanthroline)palladium(II)
Conditions | Yield |
---|---|
In tetrahydrofuran addn. of 11.54mmol (C2H5O)Al(C2H5)2 to 3.84mmol Pd-compound and 7.88mmol phenanthroline in 30ml dry THF, stirring at room temp. for 160h, filtration, concn. of filtrate, crystn. on cooling to -18°C for several days; Ar atm.;; filtration under Ar, washing with ether, drying in vac.; elem. anal.;; | 17% |
iron(III)-acetylacetonate
diethyl(ethoxy)aluminum
Dimethyl(phenyl)phosphine
bis(ethylene)tris(dimetylphenylphosphine)iron(0)
Conditions | Yield |
---|---|
In diethyl ether addn. of AlEt2OEt to soln. of Fe(acac)3 and PPhMe2, -39°C, warmed up to -5°C, stirred 30min, concd. up, soln. cooled down to -78°C, pptn., under deoxygenated Ar; recrystn. from ether below 0°C under Ar; elem. anal.; | 16% |
Conditions | Yield |
---|---|
With bis-(diphenylphosphino)-ethane In diethyl ether AlEt2(OEt) added to mixt. of Ni(acac)2 and diphosphine in Et2O at -50°C, stirred at -20°C for 10 h; ppt. sepd. by filtration, washed with Et2O, dried in vac.; elem. anal.; | 12% |
diethyl(ethoxy)aluminum
1,5-dicyclooctadiene
Conditions | Yield |
---|---|
In benzene byproducts: Al(C5H7O2)3; 0°C; molar ratio of NiC5H7O2)2:1,5-cyclooctadiene:(C2H5)2AlOC2H5=1:2.5:2.3; 2.5h; solvolyse with ethanol and 2nHCl below 5°C; distn. in high vac. at 40-50°C; cooling and crystn.; | 10% |
Conditions | Yield |
---|---|
With Ni(acac); threophos In toluene at 40℃; for 48h; Yield given. Further byproducts given. Yields of byproduct given; |
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