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
• Article Data: 9

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

Description

Aluminum tert-butoxide, also known as aluminum tert-butylate, is an organoaluminum compound with the chemical formula (t-BuO)3Al. It is a colorless, crystalline solid that is soluble in organic solvents and is commonly used as a reagent in various organic synthesis reactions.
Used in Chemical Synthesis:
Aluminum tert-butoxide is used as a reagent in the Oppenauer oxidation of alcohols to ketones. It is also used in the Meerwein-Ponndorf-Verley reduction of ketones. Additionally, it is involved in the preparation of 1,1,2-triethoxyethene by reacting with 1,1,2,2-tetraethoxyethane followed by the elimination of alcohol.
Used in Dealcoholation of Orthoesters:
Aluminum tert-butoxide is utilized in the dealcoholation of orthoesters, a process that involves the removal of an alcohol molecule from the orthoester to form a more stable compound.

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 
• 138541-58-9 (benzoylacetonato)di-tert-butoxyaluminium 
• 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 

Downstream Products

• 119-61-9 benzophenone 
• 91-01-0 1,1-Diphenylmethanol 
• 495-40-9 propiophenone 
• 614-14-2 1-Phenyl-1-butanol 
• 611-69-8 rac-2-methyl-1-phenylpropan-1-ol 
• 762-75-4 tert-butyl formate 
• 13049-41-7 1,1-dimethoxy-2-phenylethene 
• 6688-07-9 hydroxy-5 exo bicyclo<2.2.2>octene-2 
• 344259-58-1 dimethoxymethylene-cyclohexane 
• 101890-45-3 7-methoxy-1-veratryl-isoquinoline 
• 57-83-0 Progesterone 
• 1922-34-5 16β-methyl-17α-progesterone 
• 911672-62-3 20-methyl-21.21-diphenyl-pregnadien-(4.20)-one-⁽³⁾ 
• 10538-58-6 methyl 12α-hydroxy-3-oxo-5β-cholan-24-oate 

Relevant articles and documents

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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.

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.