76-09-5 | Pinacol

Packsize	Purity	Availability	Price	Discounted Price
25g	99%	in stock	$8.00	$5.00
500g	99%	in stock	$35.00	$24.00
1kg	99%	in stock	$62.00	$43.00

Description

• Catalog Number: AB46882
• Chemical Name: Pinacol
• CAS Number: 76-09-5
• Molecular Formula: C6H14O2
• Molecular Weight: 118.1742
• MDL Number: MFCD00149294
• SMILES: CC(C(O)(C)C)(O)C
• NSC Number: 25943

Computed Properties

• Complexity: 72.5
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 0.1

Literature

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  The Journal of organic chemistry 20121102

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  Journal of the American Chemical Society 20120905

• Synthesis and antimitotic and tubulin interaction profiles of novel pinacol derivatives of podophyllotoxins.

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• Beyond benzyl grignards: facile generation of benzyl carbanions from styrenes.

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• Aerobic oxidation reactions catalyzed by vanadium complexes of bis(phenolate) ligands.

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• Synthesis of taxane ABC tricyclic skeleton from lycoctonine.

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• Total syntheses of hopeanol and hopeahainol A empowered by a chiral Brønsted acid induced pinacol rearrangement.

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• Regioselective synthesis of 1,2-dihydropyridines by rhodium-catalyzed hydroboration of pyridines.

  Journal of the American Chemical Society 20120227

• Palladium-catalyzed synthesis of terminal acetals via highly selective anti-Markovnikov nucleophilic attack of pinacol on vinylarenes, allyl ethers, and 1,5-dienes.

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• Catalytic non-conventional trans-hydroboration: a theoretical and experimental perspective.

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• Ionic crystals [M3O(OOCC6H5)6(H2O)3]4[α-SiW12O40] (M = Cr, Fe) as heterogeneous catalysts for pinacol rearrangement.

  Inorganic chemistry 20120116

• Highly selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation.

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• Transition-metal-catalyzed synthesis of diboranes(4).

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• Hydride as a leaving group in the reaction of pinacolborane with halides under ambient Grignard and Barbier conditions. One-pot synthesis of alkyl, aryl, heteroaryl, vinyl, and allyl pinacolboronic esters.

  The Journal of organic chemistry 20111202

• Completing the puzzle of aurachin biosynthesis in Stigmatella aurantiaca Sg a15.

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• Stereoselective construction of quaternary carbon stereocenters via a semipinacol rearrangement strategy.

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• Alkoxide-catalyzed reduction of ketones with pinacolborane.

  The Journal of organic chemistry 20110805

• An efficient copper(I)-catalyst system for the asymmetric hydroboration of β-substituted vinylarenes with pinacolborane.

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• New developments in aromatic halogenation, borylation, and cyanation.

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• Diols and anions can control the formation of an exciplex between a pyridinium boronic acid with an aryl group connected via a propylene linker.

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• Catalytic activity of phosphine-copper complexes for hydroboration of styrene with pinacolborane: experiment and theory.

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• 1-Bromo-3-(1',1'-dimethylalkyl)-1-deoxy-Δ(8)-tetrahydrocannabinols: New selective ligands for the cannabinoid CB(2) receptor.

  Bioorganic & medicinal chemistry 20101115

• An opportunity for Mg-catalyzed Grignard-type reactions: direct coupling of benzylic halides with pinacolborane with 10 mol % of magnesium.

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• Reduction of benzophenones with SmI2. Post electron transfer processes.

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• Demonstration that CobG, the monooxygenase associated with the ring contraction process of the aerobic cobalamin (vitamin B12) biosynthetic pathway, contains an Fe-S center and a mononuclear non-heme iron center.

  The Journal of biological chemistry 20090220

• Diastereoselective intramolecular pinacol couplings of sulfinyl iron(0) diene complexes.

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• Diastereoselective synthesis of cyclopentanediols by InCl 3/Al mediated intramolecular pinacol coupling reaction in aqueous media.

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• Analysis of recognition of fructose by imprinted polymers.

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• Pinacol macrocyclization-based route to the polyfused medium-sized CDE ring system of lancifodilactone G.

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• Synthesis of novel, potent, diol-based HIV-1 protease inhibitors via intermolecular pinacol homocoupling of (2S)-2-benzyloxymethyl-4-phenylbutanal.

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