556-91-2

Basic information

• Product Name: ALUMINUM TERT-BUTOXIDE
• Synonyms: 2-methyl-2-propanoaluminumsalt;ALUMINUM 2-METHYL-2-PROPOXIDE;ALUMINUM(III)T-BUTOXIDE;ALUMINUM TERT-BUTOXIDE;ALUMINUM TERT-BUTYLATE;ALUMINUM T-BUTOXIDE;ALUMINUM TRI-T-BUTOXIDE;ALUMINUM TRI(TERT-BUTOXIDE)
• CAS NO: 556-91-2
• Molecular Formula: C₁₂H₂₇AlO₃
• Molecular Weight: 246.32
• EINECS: 209-146-1
• Product Categories: Al (Alminum) Compounds;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Synthetic Organic Chemistry;Titanium Alkoxides, etc. (Homogeneous Catalysts);Typical Metal Compounds
• Mol File: 556-91-2.mol

Chemical Properties

• Melting Point: 241°C
• Boiling Point: 156°C 2mm
• Flash Point: >65°C
• Appearance: /Powder
• Density: 1,0251 g/cm3
• Solubility: Very soluble in organic solvents like alcohols, benzene, toluene
• Sensitive: Moisture Sensitive
• Stability: Stable, but air and moisture sensitive. Incompatible with acids, strong oxidizing agents. Highly flammable.
• Merck: 14,333
• BRN: 4148229
• CAS DataBase Reference: ALUMINUM TERT-BUTOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ALUMINUM TERT-BUTOXIDE(556-91-2)
• EPA Substance Registry System: ALUMINUM TERT-BUTOXIDE(556-91-2)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 8-16-26-36/37/39-45
• RIDADR: UN 2925 4.1/PG 2
• WGK Germany: 3
• F: 8-21
• TSCA: Yes
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 556-91-2(Hazardous Substances Data)

Usage

Purification Methods

Crystallise it from *C6H6 and it sublimes it at 180o. [McElvain & Davie J Am Chem Soc 73 1400 1951, Beilstein 1 IV 1612.]

InChI:InChI=1/C4H10O.Al/c1-4(2,3)5;/h5H,1-3H3;/q;+3

Upstream product

• 7429-90-5 aluminium 
• 75-65-0 tert-butyl alcohol 
• 84806-16-6 1,3-di-tert-butyl-2,2-dimethyl-1,2-3,4λ2-diazasilaplumbetidine 
• 15649-65-7 di(tert-butoxy)aluminum hydride 
• 54724-62-8 1,3-di-t-butyl-2,2-dimethyl-1,3,2,4λ2-diazasilastannetidine 
• 138541-58-9 (benzoylacetonato)di-tert-butoxyaluminium 

Downstream Products

• 119-61-9 benzophenone 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 
• 10522-37-9 undec-3-en-2-one 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 17974-57-1 (3E,5E,7E)-6-methyl-8-(2,6,6-trimethyl-1-cyclohexenyl)-3,5,7-octatriene-2-one 
• 601-57-0 Cholest-4-en-3-one 
• 25529-00-4 6-methyl-8t-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3t,5c,7-trien-2-one 
• 57-83-0 Progesterone 
• 566-93-8 cholesta-4,6-dien-3-one 
• 58-22-0 testosterone 
• 16826-35-0 cholesta-4,7-dien-3-one 
• 7102-33-2 (7E)-9,10-seco-cholesta-4,7,10⁽¹⁹⁾-trien-3-one 
• 58-18-4 17-methyltestosterone 
• 1232-18-4 4-pregnen-3-one 

Relevant articles and documents

Oxidation of fullerene C60 with the system aluminum tri-tert-butoxide-tert-butyl hydroperoxide

Oxidation of fullerene C60 with the system aluminum tri-tert-butoxide-tert-butyl hydroperoxide, in which electron-excited dioxygen is generated, gave a complex mixture of fullerene oxides C60O x (x = 1-6). The pathways of their formation were proposed.

Oxidation of organic sulfides and disulfides with a tert-butyl hydroperoxide-aluminum tri-tert-butoxide system

Methyl phenylethynyl and phenyl phenylethynyl sulfides are selectively converted into methyl phenylethynyl and phenyl phenylethynyl sulfones, respectively, under the action of system tert-butyl hydroperoxide-aluminum tri-tert-butoxide in benzene at 20 °C. The analogous oxidation of diphenyl disulfide results in S-phenyl benzenethiosulfonate.

Low-temperature oxidation of 3,6-di-tert-butyl-o-benzoquinone and 3,6-di-tert-butylpyrocatechol with tert-butyl hydroperoxide in the presence of aluminum, titanium, and zirconium tert-butylates

Systems consisting of metal (Al, Ti, Zr) tert-butylate and tert-butyl hydroperoxide oxidize 3,6-di-tert-butyl-o-benzoquinone under mild conditions (room temperature, benzene). With (t-BuO)3Al and (t-BuO) 4Zr, the major reaction products are 5-hydroxy-3,6-di-tert-butyl-2,3- epoxy-p-benzoquinone, and with (t-BuO)4Ti, 2-hydroxy-3,6-di-tert- butyl-p-benzoquinone. Under the conditions of this reaction, 3,6-di-tert-butylpyrocatechol initially transforms into 3,6-di-tert-butyl-o- benzoquinone. The reactions involve metalcontaining peroxides. Nauka/Interperiodica 2006.

Nanoscaled Sn and Pb particles aligned in Al2O3 tubes obtained from molecular precursors

Tin and lead nanoparticles and metal sponges were prepared by reducing Me2Si(NtBu)2Sn (7) and Me2Si(NtBu) 2Pb (9) with [H2AlOtBu] (3), [HAl(OtBu)2] (13), [H2AlOSiMe2tBu] (8), and [(Me2tBuSiO) 2AlH] (15). Together with dihydrogen and the metals in their elemental state the monomeric compounds [Me2Si(NtBu) 2Al(OSiMe2tBu)(THF)] (10) and [Me2-Si(NtBu) 2Al(OtBu)(THF)] (11) can be obtained, to mention only two examples. Each monomer is stabilized by a THF molecule coordinated to aluminum, which on sublimation loses its donor molecule and dimerizes through Lewis acid-base interactions to the spiro compounds [Me2Si(NtBu)2AlO- SiMe2tBu]2 (12) and [Me2Si(NtBu) 2AlOtBu]2 (4), respectively. The molecular structures of 10, 11, and 12 were determined by single-crystal X-ray diffraction techniques. The reduction of 7 at -115°C is gradually indicated by a color change of the reaction mixtures from red to dark brown with increasing temperature and depending on the reducing agent used. The tin powders that were obtained were identified as β-tin using X-ray powder diffraction techniques and their average crystallite size depends on the polarity of the solvent and hydride used. Under certain conditions metal sponges are formed. Pycnometric measurements were carried out on the tin and lead sponges. These showed almost the known densities for the metals when helium was used whereas significantly smaller ones were measured in water. Porous alumina membranes of different pore diameters were filled with tin and lead particles. Metal nanoparticles were prepared within the tubes of the membranes by reduction of the metal amides in the pores. The infiltration process can be repeated up to ten times increasing the amount of particles within the tubes monitored by SEM. The obtained brown or black membranes were characterized by SEM, EDX, and UV/Vis analysis. The filled membranes show sharp impervious ranges in the UV/ Vis spectrum between 270 and 525 nm and could therefore be used as wavelength filters. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Reaction of organoelement hydrides R3EH (E = Si, Ge) with metal tert-butylate (M = Al, Ti)-tert-butyl hydroperoxide oxidative systems

Trialkyl(aryl)silanes and -germanes effectively react with metal (Al, Ti) tert-butylate-tert-butyl-hydroperoxide under mild conditions (room temperature, benzene or tetrachloromethane) mainly by the element-hydrogen bond. The character of the products depends on the nature of the element, the structure of the radical bound to it, and the solvent. The process is radical in nature. It includes the stages of formation of element-centered radicals and their reaction with the oxygen generated by the system. The intermediate organometallic peroxides can also acts as oxidants for the element (Si, Ge)-hydrogen bonds. 2005 Pleiades Publishing, Inc.

Liquid-phase oxidation of sulfides by an aluminum (and titanium) tert-butoxide - tert-butyl hydroperoxide system

A system aluminum (and titanium) tert-butoxide-tert-butyl hydroperoxide (1 : 2) under mild conditions (20°C, 1 h) oxidizes aliphatic and alkylaromatic sulfides and diphenyl sulfide to the corresponding sulfones in yields close to ～100%. The oxidation is induced by electron-excited dioxygen formed upon thermal decomposition of intermediate metal-containing peroxy trioxides (ozonides). The latter are formed as a result of the reversible reaction of aluminum or titanium tert-butoxides with tert-butyl hydroperoxide followed by the interaction of di-tert-butoxy-tert-butylperoxyaluminum and tri-tert-butoxy-tert-butylperoxytitanium that formed with another Bu tOOH molecule. Alkminum-containing peroxide (ButO) 2AlOOBut oxidizes sulfides to sulfoxides.

Low-temperature oxidation of phenylalkenes with tert-butyl hydroperoxide in the presence of aluminum and titanium tert-butylates

Tert-Butyl hydroperoxide in the presence of aluminum and titanium tert-butylates oxidizes phenylalkenes to carbonyl compounds, as well as unsaturated alcohols and their epoxidation products; the process involves free radicals. Organometallic peroxides tak

Thermolysis of alkoxyaluminum and siloxyaluminum acylates

Thermolysis of alkoxyaluminum acylates (RO)nAl(OCORt)3-n (n = 1, 2; R = i-Pr, s-Bu, t-Bu, Rt = Ph, CH2I; R = PhCH2, Rt = Me, Et, Ph; R = Me3Si, Et3Si, Rt = Me) was studied. The main direction of thermolysis of derivatives of primary and secondary alcohols and of unsubstituted carboxylic acids is ester and alcohol formation. Trialkylsiloxyaluminum acylates termolyze to give in the first stage no other products than trialkylacyloxysilanes. Thermolysis of iodoacylates (RO)2AlOCOCH2I (R = Pr, s-Bu) involves oxidation of the alkoxy group to carbonyl compounds with simultaneous formation of a ketene and hydrogen iodide. tert-Butoxyaluminum acylates regardless of the structure of substituent in the acyloxy group undergo symmetrization to aluminum tert-butylate.

Metal Complexes in Inorganic Matrices, 8. - Chromium Tricarbonyl Complexes of Benzoylacetonate-Substituted Titanium-, Zirconium-, and Aluminium Alkoxides

Benzoylacetone (bzac-H) reacts with one equivalent of Al(OtBu)3 or Zr(OPr)4 to give the mono-substituted compounds (bzac)Al(OtBu)2 (1b) and (bzac)Zr(OPr)3 (1a), while with one equivalent of Ti(OtBu)4 or Zr(OtBu)4 the bis-substituted derivatives (bzac)2Ti(OtBu)2 (3c) and (bzac)2Zr(OtBu)2 (3d) are obtained.Upon heating in dibutyl ether, 1b disproportionates into (bzac)2Al(OtBu) (3b) and Al(OtBu)3.Thermal reaction of 1a, 3b, and 3c with Cr(CO)6 leads to metal complexes having a Cr(CO)3 moiety ?-bonded to the phenyl group of the benzoylacetonate ligand.Key Words: β-Diketonates / Metal alkoxides / Sol-gel chemistry / ?-Arene complexes / Chromium complexes