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Triisobutylaluminum

Base Information Edit
  • Chemical Name:Triisobutylaluminum
  • CAS No.:100-99-2
  • Deprecated CAS:130565-62-7
  • Molecular Formula:C12H27Al
  • Molecular Weight:198.328
  • Hs Code.:29319090
  • European Community (EC) Number:202-906-3
  • UNII:09P2THV2X4
  • UN Number:3394,3051
  • DSSTox Substance ID:DTXSID0026670
  • Wikidata:Q4463032
  • Wikipedia:Triisobutylaluminium
  • Mol file:100-99-2.mol
Triisobutylaluminum

Synonyms:TIBAL cpd;triisobutylaluminum

Suppliers and Price of Triisobutylaluminum
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Strem Chemicals
  • Tri-i-butylaluminum, min. 95%
  • 225g
  • $ 201.00
  • Strem Chemicals
  • Tri-i-butylaluminum, min. 95%
  • 100g
  • $ 110.00
  • Sigma-Aldrich
  • Triisobutylaluminum solution 25wt. % in toluene
  • 100g
  • $ 132.00
  • Sigma-Aldrich
  • Triisobutylaluminum
  • 100g
  • $ 132.00
  • Sigma-Aldrich
  • Triisobutylaluminum solution 1.0M in hexanes
  • 100ml
  • $ 81.10
  • Sigma-Aldrich
  • Triisobutylaluminum
  • 500g
  • $ 573.00
  • Sigma-Aldrich
  • Triisobutylaluminum solution 1.0M in hexanes
  • 800ml
  • $ 338.00
  • Alfa Aesar
  • Triisobutylaluminum 25% w/w in hexane
  • 500g
  • $ 200.00
Total 15 raw suppliers
Chemical Property of Triisobutylaluminum Edit
Chemical Property:
  • Appearance/Colour:clear colorless to light yellow solution 
  • Vapor Pressure:75Pa at 25℃ 
  • Melting Point:4-6 °C 
  • Refractive Index:1.4494 
  • Boiling Point:86 °C (10 mmHg) 
  • Flash Point:-18 °C 
  • PSA:0.00000 
  • Density:0.786 g/cm3 
  • LogP:4.83000 
  • Storage Temp.:0-6°C 
  • Sensitive.:Air & Moisture Sensitive 
  • Water Solubility.:reacts 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:0
  • Rotatable Bond Count:6
  • Exact Mass:198.1928143
  • Heavy Atom Count:13
  • Complexity:92.5
  • Transport DOT Label:Spontaneously Combustible Dangerous When Wet
Purity/Quality:

99% *data from raw suppliers

Tri-i-butylaluminum, min. 95% *data from reagent suppliers

Safty Information:
  • Pictogram(s): FlammableF, CorrosiveC, Dangerous
  • Hazard Codes:F,C,N 
  • Statements: 14-17-23/24/25-34-67-65-63-48/20-11-62-51/53 
  • Safety Statements: 26-36/37/39-45-61-62-6A-46-43A-16-27-43 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC(C)C[Al](CC(C)C)CC(C)C
  • Uses Polyolefin catalyst, manufacture of primary alcohols and olefins, pyrophoric fuel. Triisobutylaluminum is used as a reducingagent. It is also used in combinationwith transition metal compounds as aZiegler-Natta catalyst in polymerization andhydrogenation reactions. A dilute solution ofthe compound is employed in commercialapplications. Triisobutylaluminium is a useful reagent for preparing anti-corrosive coating materials.
Technology Process of Triisobutylaluminum

There total 12 articles about Triisobutylaluminum which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With triisobutylaluminum; In hexane; (N2); heating (autoclave, 140°C, 3 h); distn.; elem. anal.;
Guidance literature:
In neat (no solvent); heating neat Al-compound at .approx.80°C for 6-8 h; Al(i-C4H9)3 was removed (80°C/0.3 mmHg);
DOI:10.1021/ic060291y
Guidance literature:
Isobutyl iodide; With n-butyllithium; In tetrahydrofuran; Inert atmosphere; Glovebox;
aluminum (III) chloride; In tetrahydrofuran; at 20 ℃; for 0.75h; Inert atmosphere; Glovebox;
DOI:10.1021/acs.joc.5b02077
Refernces Edit

ENANTIODIFFERENTIATING FUNCTIONALIZATION OF 2-SUBSTITUTED 1,3-PROPANEDIOLS VIA CHIRAL SPIROKETAL: TWO METHODS FOR THE PREPARATION OF (S)-2,3-DIMETHYLBUTYL PHENYL SULFIDES

10.1016/S0040-4039(00)95573-4

The research focuses on the enantioselective functionalization of 2-substituted 1,3-propanediols using chiral spiroketals derived from E-menthone. The study explores two methods for the selective ring-cleavage reaction of spiroketals: one promoted by titanium tetrachloride and the other by triisobutylaluminum. Key chemicals involved in the research include E-menthone as the chiral auxiliary, triisobutylaluminum as the organoaluminum reagent, titanium tetrachloride, and various reagents for functional group transformations such as benzyl bromide, acetic anhydride, and lithium triethylborohydride. The methods were applied to the preparation of (S)-2,3-dimethylbutyl phenyl sulfide, a chiral starting material for the synthesis of brassinosteroids. The study highlights the complementary nature of the two ring-cleavage methods, with the triisobutylaluminum method allowing for the recovery of E-menthone and the preparation of chiral derivatives with benzyl or acyl groups that were not accessible by the previous titanium tetrachloride method.

Stereoselective transformations on D-glucose-derived eight-membered ring carbocycles

10.1021/ol007047+

The research explores the synthesis and transformations of complex carbocyclic compounds derived from D-glucose. The primary purpose is to develop highly stereoselective methods for constructing functionalized eight-membered ring carbocycles, which have potential applications in various fields including pharmaceuticals and natural product synthesis. Key chemicals used in the study include cyclooctenol derivative 1, ketone 2, and nine-membered ring lactone 3, as well as reagents such as triisobutylaluminum (TIBAL), tert-butyldimethylsilyl chloride, and m-chloroperoxybenzoic acid (m-CPBA). The researchers employed various reactions, including acid-catalyzed ring closures, Baeyer-Villiger oxidations, and Luche reductions, to introduce additional functionalities and achieve specific stereochemistry. The study concludes that the cyclooctenic derivatives 2 and 3 are valuable synthons for constructing highly functionalized eight-membered ring carbocycles. Although some steps are not fully optimized, the approach complements existing methodologies for synthesizing substituted eight-membered rings. The potential usefulness of related carbocycles derived from other sugars is also under investigation.

From glucose to cyclooctanic carbaglucose: A new class of carbohydrate mimetics

10.1002/1521-3773(20000717)39:14<2466::AID-ANIE2466>3.0.CO;2-U

The research focuses on the synthesis of a new class of synthetic carbohydrate mimetics, specifically cyclooctanic carbaglucose, which are hydrolytically stable analogues that could potentially serve as therapeutic agents. The experiments involve the use of various reactants such as methyl β-D-glucopyranoside, triisobutylaluminum (TIBAL), and the Tebbe reagent, among others. Key steps include the Claisen rearrangement of 2-methylene-6-vinyl-tetrahydropyran, which affords cyclooctanic derivatives by insertion of a C unit, and the subsequent conversion of cyclooctanol derivatives into cyclooctanic mimetics through oxidation, treatment with the Tebbe reagent, and regioselective hydroboration. The analyses used to characterize the synthesized compounds include NMR spectroscopy to assign the boat-chair conformation and confirm the β-D-gluco configuration, as well as X-ray crystallography for structural determination. The study also discusses the biological potential of these mimetics, such as glycosidase inhibition, and their stability against in vivo hydrolysis.

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