Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H14O2 |
| Molecular Weight | 118.1742 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)(O)C(C)(C)O
InChI
InChIKey=IVDFJHOHABJVEH-UHFFFAOYSA-N
InChI=1S/C6H14O2/c1-5(2,7)6(3,4)8/h7-8H,1-4H3
| Molecular Formula | C6H14O2 |
| Molecular Weight | 118.1742 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The synthesis and NMR investigation on novel boron derivatives of stavudine. | 2010-06 |
|
| Dramatic effect of Lewis acids on the rhodium-catalyzed hydroboration of olefins. | 2010-01-13 |
|
| Highly regio- and stereoselective synthesis of (Z)-trisubstituted alkenes via propyne bromoboration and tandem Pd-catalyzed cross-coupling. | 2009-09-17 |
|
| Rationally improved chiral Brønsted acid for catalytic enantioselective allylboration of aldehydes with an expanded reagent scope. | 2009-06-05 |
|
| Synthesis of 1-borylisoindoles via palladium-catalyzed dehydrogenation/C-H borylation of isoindolines. | 2009-05-06 |
|
| Unexpected Ti(III)/Mn-promoted pinacol coupling of ketones. | 2009-05-01 |
|
| Reduction of benzophenones with SmI2. Post electron transfer processes. | 2009-03-06 |
|
| Diastereoselective intramolecular pinacol couplings of sulfinyl iron(0) diene complexes. | 2009-02-20 |
|
| 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. | 2009-02-20 |
|
| Aerobic oxidation of pinacol by vanadium(V) dipicolinate complexes: evidence for reduction to vanadium(III). | 2009-01-21 |
|
| Selectivity control in Lewis acid catalyzed regiodivergent tandem cationic cyclization/ring expansion terminated by pinacol rearrangement. | 2009 |
|
| Activation of B-H bonds by an oxo-rhenium complex. | 2008-12-21 |
|
| Asymmetric reductive Mannich reaction to ketimines catalyzed by a Cu(I) complex. | 2008-12-03 |
|
| Diastereoselective addition of zincated hydrazones to alkenylboronates and stereospecific trapping of boron/zinc bimetallic intermediates by carbon electrophiles. | 2008-11-19 |
|
| Diastereoselective synthesis of cyclopentanediols by InCl 3/Al mediated intramolecular pinacol coupling reaction in aqueous media. | 2008-10-27 |
|
| Ionic-liquid-promoted decaborane olefin-hydroboration: a new efficient route to 6-R-B10H13 derivatives. | 2008-10-20 |
|
| Total syntheses of (+)- and (-)-peribysin E. | 2008-10-15 |
|
| Synthesis, characterization, and reactivity of rhodium(I) acetylacetonato complexes containing pyridinecarboxaldimine ligands. | 2008-10-06 |
|
| Analysis of recognition of fructose by imprinted polymers. | 2008-09-15 |
|
| Pinacol macrocyclization-based route to the polyfused medium-sized CDE ring system of lancifodilactone G. | 2008-09-04 |
|
| Sigma-borane complexes of iridium: synthesis and structural characterization. | 2008-08-13 |
|
| An expeditious one-step entry to the tetracyclic core of integrastatins. | 2008-07-21 |
|
| An improved system for the palladium-catalyzed borylation of aryl halides with pinacol borane. | 2008-07-18 |
|
| Catalytic enantioselective allyl- and crotylboration of aldehydes using chiral diol x SnCl4 complexes. optimization, substrate scope and mechanistic investigations. | 2008-07-02 |
|
| Sequential Ni-catalyzed borylation and cross-coupling of aryl halides via in situ prepared neopentylglycolborane. | 2008-06-19 |
|
| Gold(I)-catalyzed divergence in the reactivity of 3-silyloxy 1,6-enynes: pinacol-terminated vs claisen-terminated cyclization cascades. | 2008-06-19 |
|
| Stereochemical nonrigidity of a chiral rhodium boryl hydride complex: a sigma-borane complex as transition state for isomerization. | 2008-04-02 |
|
| Efficient amide-directed catalytic asymmetric hydroboration. | 2008-03-26 |
|
| On the role of samarium/HMPA in the post electron-transfer steps in SmI2 reductions. | 2008-03-06 |
|
| Thermometric MIP sensor for fructosyl valine. | 2008-02-28 |
|
| Stepwise oxygenation of pinacolborane by a rhodiumperoxo complex: detection of an intermediate metal borate and perborate. | 2008 |
|
| Enantioselective pinacol coupling of aryl aldehydes catalyzed by chiral Salan-Mo(IV) complexes. | 2007-12-21 |
|
| The skeletal rearrangement of gold- and platinum-catalyzed cycloisomerization of cis-4,6-dien-1-yn-3-ols: pinacol rearrangement and formation of bicyclo[4.1.0]heptenone and reorganized styrene derivatives. | 2007-12-19 |
|
| Samarium(ii) iodide-mediated intramolecular pinacol coupling reactions with cyclopropyl ketones. | 2007-12-07 |
|
| Room temperature-stable electride as a synthetic organic reagent: application to pinacol coupling reaction in aqueous media. | 2007-10-11 |
|
| Theoretical study of the role of solvent H2O in neopentyl and pinacol rearrangements. | 2007-07-15 |
|
| Palladium-catalyzed cyclization of 1,omega-dienols: multiple ways to intramolecularly trap a carbocation. | 2007-06-22 |
|
| Development of fructosyl valine binding polymers by covalent imprinting. | 2007-06-15 |
|
| One-pot synthesis of arylboronic acids and aryl trifluoroborates by Ir-catalyzed borylation of arenes. | 2007-03-01 |
|
| Catalyzed tandem reaction of 3-silyloxy-1,5-enynes consisting of cyclization and pinacol rearrangement. | 2007 |
|
| Synthetic studies toward (-)-FR901483 using a conjugate allylation to install the C-1 quaternary carbon. | 2006-12-08 |
|
| Luminescence tuning of organoboron quinolates through substituent variation at the 5-position of the quinolato moiety. | 2006-11-09 |
|
| TADDOL-derived phosphites and phosphoramidites for efficient rhodium-catalyzed asymmetric hydroboration. | 2006-07-06 |
|
| Novel calixarene hemisphere synthesized via pinacol rearrangement of [2.1.2.1]metacyclophane. | 2006-05-11 |
|
| Mechanisms of glycerol dehydration. | 2006-05-11 |
|
| The uptake of methyl vinyl ketone, methacrolein, and 2-methyl-3-butene-2-ol onto sulfuric acid solutions. | 2006-02-23 |
|
| Studies of low-coordinate iron dinitrogen complexes. | 2006-01-25 |
|
| Formation of arylboronates by a CuI-catalyzed coupling reaction of pinacolborane with aryl iodides at room temperature. | 2006-01-19 |
|
| New enantioselective entry to cycloheptane amino acid polyols. | 2006-01-06 |
|
| Stereoselective pinacol coupling of chiral formylferrocene using divalent samarium triflate: preparation of a new chiral bisferrocenyl oxazoline ligand and its application to asymmetric Diels-Alder reactions. | 2005-12-22 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:21:47 GMT 2025
by
admin
on
Mon Mar 31 21:21:47 GMT 2025
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| Record UNII |
527QE7I5CO
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| Record Status |
Validated (UNII)
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| Record Version |
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6425
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PINACOL
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76-09-5
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m8820
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25943
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200-933-5
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131185
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DTXSID3058793
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527QE7I5CO
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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SOLVATE->ANHYDROUS |
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