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Product Name: TRI-N-OCTYLALUMINIUM Synonyms: TNOA;TRIOCTYLALUMINUM;TRI-N-OCTYLALUMINIUM;TRI-N-OCTYL ALUMINUM;trioctyl-aluminu;trioctylaluminium;TRIOCTYLALUMINUM, 25 WT. % SOLUTION IN H EXANES;Aluminum, trioctyl- CAS: 1070-00-4 MF: C24H51Al
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inquiryConditions | Yield |
---|---|
at 110℃; Inert atmosphere; Schlenk technique; | 100% |
lithium aluminium tetrahydride
oct-1-ene
di(n-octyl)aluminum chloride
trioctylaluminum
Conditions | Yield |
---|---|
In further solvent(s) byproducts: LiCl; LiAlH4, oct-1-ene loaded in a vertical-type ball mill under Ar or N2; mixt. heated with agitation for 20 min at 70°C; (C8H17)2AlCl added for 0.5 h (LiAlH4:(C8H17)2AlCl:oct-1-ene=1:1:4.28); mixt. agitated for 1h at 95-100°C; cooled; ppt. filtered off; olefin removed (vac., 1 Torr) at 80-90°C; elem. anal.; | 98% |
Conditions | Yield |
---|---|
In octane under N2 or Ar; suspn. of (AlH3)(n) in octane heated to 120°C; olefin (1 equiv.) added dropwise; after 30 min temp. raised to 125°C (reflux); cooled to 100-110°C; olefin (2.1 equiv.) added over 3-4 h; kept (90-100°C, 1 h); cooled; filtered through glass filter; solvent amd excess olefin distd. off in vac. below 80°C (7 Torr); elem. anal.; | 91% |
With triisobutylaluminum In octane under N2 or Ar; vertical ball mill loaded with (AlH3)(n), i-Bu3Al, olefin (molar ratio 1:0.14:4.8) and octane; heated gradually to 100°C with stirring; cooled; stored at 90-100°C for 2 h; balls and blend sepd.; residue washed with octane; filtrate evapd. at 80-90°C (7 Torr); elem. anal.; | 88.6% |
With Na(i-Bu)3AlH In octane under N2 or Ar; mixt. of (AlH3)(n), Na(i-Bu)3AlH (molar ratio 1:0.24) and octane heated to 80°C for 1 h; olefin added; temp. spontaneously raised to 100°C for 20 min; cooled; olefin additionally added dropwise at 90°C for 0.5-1 h; filtered; solvent and excess olefin distd. off in vac. below 80°C(7 Torr); mixt. of (C8H17)3Al and NaAl(C8H17)4 obtained; elem. anal.; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; aluminium trichloride In octane byproducts: LiCl; under N2 or Ar; mixt. of γ-AlH3, excess LiAlH4, octane and olefin heated to 100-110°C for 1 h; additional olefin added at 90-100°C for 2 h; filtered; solvent and excess olefin removed in vac. at 60-70°C (1Torr); AlCl3 added; heated at 80°C; filtered; elem. anal.; | 89% |
Conditions | Yield |
---|---|
bis(1,5-cyclooctadiene)nickel (0) 0°C; | |
tris(ethene)nickel(0) 0°C; |
Conditions | Yield |
---|---|
In (2)H8-toluene at 75℃; for 2h; Inert atmosphere; Schlenk technique; | |
In toluene at 75℃; for 0.5h; Solvent; Inert atmosphere; Schlenk technique; |
Conditions | Yield |
---|---|
Stage #1: 1-Iodooctane With n-butyllithium In tetrahydrofuran Inert atmosphere; Glovebox; Stage #2: aluminum (III) chloride In tetrahydrofuran at 20℃; for 0.75h; Inert atmosphere; Glovebox; |
trioctylaluminum
A
n-octyltin trichloride
B
di-n-octyltin dichloride
C
trioctyltin chloride
Conditions | Yield |
---|---|
With tert-butyl methyl ether; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 98% B 98% C 98% |
With 1,3-dioxane; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 97.3% B 97.3% C 97.3% |
With diethyl ether; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 96.8% B 96.8% C 96.8% |
With tetrahydrofuran; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 95.6% B 95.6% C 95.6% |
With dibutyl ether; tin(IV) chloride at 50 - 100℃; for 0.75h; Product distribution / selectivity; | A 89% B 89% C 89% |
Conditions | Yield |
---|---|
In dibutyl ether 70°C; | 98% |
In dibutyl ether 70°C; | 98% |
In dibutyl ether 70°C; | 98% |
N,N,N-trimethyl-2-naphthalenaminium trifluoromethanesulfonate
trioctylaluminum
2-(n-octyl)napthalene
Conditions | Yield |
---|---|
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 110℃; for 24h; Schlenk technique; Inert atmosphere; | 97% |
N,N,N-trimethyl-1-naphthalenaminium trifluoromethanesulfonate
trioctylaluminum
1-octylnaphthalene
Conditions | Yield |
---|---|
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 110℃; for 24h; Schlenk technique; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With copper(l) iodide; sodium methylate; lithium chloride In N,N-dimethyl-formamide at 120℃; for 12h; Inert atmosphere; Glovebox; | 91% |
Conditions | Yield |
---|---|
In n-heptane at 0 - 20℃; for 1h; Inert atmosphere; diastereoselective reaction; | 91% |
oct-1-ene
iso-C4H9SnH3
trioctylaluminum
(C8H17)3Sn-iso-C4H9
Conditions | Yield |
---|---|
In cyclohexane reaction at 100°C for 36 h;; | 89% |
In cyclohexane reaction at 100°C for 36 h;; | 89% |
In cyclohexane reaction at 100°C for 36 h;; | 59% |
In cyclohexane reaction at 100°C for 36 h;; | 59% |
5-bromo-2-(4-bromo-2-dibromoborylphenyl)pyridine
trioctylaluminum
C27H40BBr2N
Conditions | Yield |
---|---|
In dichloromethane; toluene at 20℃; for 3h; | 88% |
In dichloromethane; toluene at 20℃; for 0.166667h; Inert atmosphere; | 88% |
In dichloromethane; toluene at 20℃; for 6h; | 34% |
Conditions | Yield |
---|---|
Stage #1: 2-Methoxynaphthalene With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(dicyclohexylphosphino)ethane In di-isopropyl ether; toluene at 20℃; for 0.0833333h; Glovebox; Inert atmosphere; Stage #2: trioctylaluminum In di-isopropyl ether; toluene at 120℃; for 72h; Glovebox; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
In n-heptane at 0 - 20℃; for 1h; Inert atmosphere; diastereoselective reaction; | 82% |
Conditions | Yield |
---|---|
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 110℃; for 24h; Schlenk technique; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With copper(l) iodide; sodium methylate; lithium chloride In N,N-dimethyl-formamide at 120℃; for 12h; Inert atmosphere; Glovebox; | 78% |
methyl 2,2,3,3-tetrafluoropropionate
trioctylaluminum
1,1,2,2-tetrafluoroundecanonanol-3
Conditions | Yield |
---|---|
In dichloromethane for 12h; Ambient temperature; | 77.5% |
With hydrogen cation 1) CH2Cl2, -20 to 5 deg C, 2) H2O; Multistep reaction; |
Conditions | Yield |
---|---|
With dilithium tetrachlorocuprate; triphenylphosphine In octane at 50℃; for 5h; | 74% |
trioctylaluminum
Conditions | Yield |
---|---|
In toluene (under Ar, Schlenk); B-compound placed in tube, Al(CH2)7CH3)3 in tolueneadded, heated at 120-130°C for 4 d, cooled to room temp., poured into mixt. of ice, CsOH, Na2EDTA; extd. with CH2Cl2, organic layer washed with CsCl, extd. with Et2O, organic phase dried over Cs2CO3, evapd. to dryness, recrystd. from H2O, filtered, washed with H2O, pentane, vac. dried; | 72% |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane -5 deg C, then 20 deg C, 1 h; | 68% |
Conditions | Yield |
---|---|
Stage #1: Nonanoyl chloride With aluminium trichloride In dichloromethane at -78 - 20℃; Stage #2: trioctylaluminum In hexane; dichloromethane at -78 - 20℃; Further stages.; | 67% |
trioctylaluminum
Conditions | Yield |
---|---|
In toluene Inert atmosphere; | A 67% B n/a |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane | 65% |
aluminum (III) chloride
zirconium(IV) chloride
trioctylaluminum
aluminium
benzene
Conditions | Yield |
---|---|
Stage #1: aluminum (III) chloride; zirconium(IV) chloride; aluminium; benzene With 1,3,5-trimethyl-benzene for 3h; Reflux; Stage #2: trioctylaluminum In hexane | 65% |
trioctylaluminum
Conditions | Yield |
---|---|
In toluene Inert atmosphere; | 65% |
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In 1,4-dioxane at 120℃; for 24h; | 64% |
Conditions | Yield |
---|---|
With potassium fluoride; benzylnixantphos; iron(II) acetate In tetrahydrofuran at 0 - 40℃; for 44h; Negishi Coupling; Inert atmosphere; | 60% |
(1R)-2,3,4-tri-O-acetyl-1-fluoro-5N,6O-oxomethylidene-1-deoxynojirimycin
trioctylaluminum
A
(1R)-2,3,4-tri-O-acetyl-1-octyl-5N,6O-oxomethylidene-1-deoxynojirimycin
B
(1S)-2,3,4-tri-O-acetyl-1-octyl-5N,6O-oxomethylidene-1-deoxynojirimycin
Conditions | Yield |
---|---|
In toluene Inert atmosphere; | A 58% B n/a |
In toluene at 0℃; for 3h; Inert atmosphere; optical yield given as %de; |
α,α,α-trifluorotoluene
trioctylaluminum
A
oct-1-ene
B
n-nonylbenzene
C
C31H56
D
1-octyl-1-phenylnonane
Conditions | Yield |
---|---|
In hexane; 1,2-dichloro-ethane at 50℃; for 42h; | A 57% B 11% C 8% D 34% |
Conditions | Yield |
---|---|
In n-heptane; toluene for 3h; | 57% |
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