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

Chemical Properties

slightly yellow crystalline powder

Uses

Different sources of media describe the Uses of 556-91-2 differently. You can refer to the following data:
1. Reagent for oxidation of alcohols to ketones; in dealcoholation of orthoesters.
2. Aluminum tert-butoxide is utilized as a reagent in the Oppenauer oxidation of alcohols to ketones. It is also used in Meerwein-Ponndorf-Verley reduction of ketones. It is actively involved in the preparation of 1,1,2-triethoxyethene by reacting with 1,1,2,2-tetraethoxyethane followed by the elimination of alcohol.

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

• 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 
• 7429-90-5 aluminium 

Downstream Products

• 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 
• 1046-28-2 17α-Methyl-progesteron 
• 3972-25-6 tert-butyl alcohol-d 
• 54435-79-9 (E)-1,3-diphenyl-3-methyl-2-propen-1-one 
• 53190-02-6 2-methyl-1,3-diphenyl-pent-2-en-1-one 
• 4173-44-8 1-phenyl-1,3-hexadien-5-one 
• 119-61-9 benzophenone 
• 6372-63-0 9,10-dihydro-9,10-ethano-anthracen-11-one 
• 21504-43-8 1,1-di-ethoxyprop-1-ene 
• 64-19-7 acetic acid 
• 802294-64-0 propionic acid 
• 67-64-1 acetone 

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.

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.