Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H8O4 |
| Molecular Weight | 132.1146 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)CC(=O)OC
InChI
InChIKey=BEPAFCGSDWSTEL-UHFFFAOYSA-N
InChI=1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
| Molecular Formula | C5H8O4 |
| Molecular Weight | 132.1146 |
| 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 |
|---|---|---|
| Mechanism of enantioselective C-C bond formation with bifunctional chiral ru catalysts: NMR and DFT study. | 2010-11-24 |
|
| Sterically congested, "roofed" β-iminodisulfides as new chiral ligands for palladium-catalyzed, asymmetric allylic alkylation. | 2010-10 |
|
| On the role of DNA in DNA-based catalytic enantioselective conjugate addition reactions. | 2010-09-07 |
|
| Asymmetric C-C bond-formation reaction with Pd: how to favor heterogeneous or homogeneous catalysis? | 2010-08-16 |
|
| Dimethyl 2-(2,4,6-trimethoxy-benz-yl)malonate. | 2010-05-19 |
|
| Dimethyl 2-(2-quinolylmeth-yl)malonate. | 2010-05-19 |
|
| Resolution of the atropochiral biminap ligand and applications in asymmetric catalysis. | 2010-05-03 |
|
| Enantioselective synthesis of alpha-quaternary amino acid derivatives by sequential enzymatic desymmetrization and Curtius rearrangement of alpha,alpha-disubstituted malonate diesters. | 2010-03-05 |
|
| Asymmetric synthesis of a potent, aminopiperidine-fused imidazopyridine dipeptidyl peptidase IV inhibitor. | 2010-03-05 |
|
| Palladium-catalyzed decarboxylative rearrangements of allyl 2,2,2-trifluoroethyl malonates: direct access to homoallylic esters. | 2009-09-17 |
|
| Fragmentation of oxygen-containing molecules via C-O bond cleavage promoted by coordination to niobium and tantalum pentahalides. | 2009-09-14 |
|
| Identification of urinary biomarkers useful for distinguishing a difference in mechanism of toxicity in rat model of cholestasis. | 2009-09 |
|
| Reaction of dicarbomethoxycarbene with thiophene derivatives. | 2009-04-03 |
|
| Dietary patterns and vitamin B(12) status of migrant Indian preadolescent girls. | 2009-04 |
|
| Modulation of carbene spin state population through precursor photophysics. | 2009-02-19 |
|
| Monomeric malonate precursors for the MOCVD of HfO2 and ZrO2 thin films. | 2009-01-28 |
|
| General method for the synthesis of phenyliodonium ylides from malonate esters: easy access to 1,1-cyclopropane diesters. | 2009-01-02 |
|
| Causes and early diagnosis of vitamin B12 deficiency. | 2008-10 |
|
| Novel intermolecular iterative mechanism for biosynthesis of mycoketide catalyzed by a bimodular polyketide synthase. | 2008-07-08 |
|
| Chiral-catalyst-based convergent synthesis of HIV protease inhibitor GRL-06579A. | 2008-02-01 |
|
| Cobalamin deficiency in elderly patients: a personal view. | 2008 |
|
| Organic carbonates as alternative solvents for palladium-catalyzed substitution reactions. | 2008 |
|
| S,C-sulfonium ylides from thiophenes: potential carbene precursors. | 2007-12-26 |
|
| Progressive vacuolar myelopathy and leukoencephalopathy in childhood acute lymphoblastic leukemia and transient improvement with vitamin B12. | 2007-10-15 |
|
| Vitamin and mineral status in elderly patients with chronic obstructive pulmonary disease. | 2007-07 |
|
| The Electrospray Ionization - Mass Spectra of Erythromycin A Obtained from a Marine Streptomyces sp. Mutant. | 2007-05-28 |
|
| DNA-based catalytic enantioselective michael reactions in water. | 2007 |
|
| Using a tripod as a chiral chelating ligand: chemical exchange between equivalent molecular structures in palladium catalysis with 1,1,1-tris(oxazolinyl)ethane ("trisox"). | 2007 |
|
| Homocysteine levels are unaffected by metformin treatment in both nonpregnant and pregnant women with polycystic ovary syndrome. | 2007 |
|
| Stereoselective formation of a single-stranded helicate: structure of a bis(palladium-allyl)quaterpyridine complex and its use in catalytic enantioselective allylic substitution. | 2006-12-14 |
|
| Exploration of essential structure of malloapelta B for the inhibitory activity against TNF induced NF-kappaB activation. | 2006-10 |
|
| Synthesis and optical resolution of aminophosphines with axially chiral C(aryl)-N(amine) bonds for use as ligands in asymmetric catalysis. | 2006-09-15 |
|
| The brass light pipe: an easy way to obtain infrared spectra of liquid films and monolayers. | 2006-08 |
|
| Enantioselective modular synthesis of 2,4-disubstituted cyclopentenones by iridium-catalyzed allylic alkylation. | 2006-04-03 |
|
| [Reaction of pyridinium salts with active methylene compounds]. | 2006-02 |
|
| [Reaction of pyridinium and quinolinium salts having the leaving group at the 2- or 4-position with active methylene compounds]. | 2006-02 |
|
| Effectiveness of creatine monohydrate on seizures and oxidative damage induced by methylmalonate. | 2006-01 |
|
| External quality control of urinary methyl malonic acid quantification - announcement of a pilot study. | 2006 |
|
| A practical synthesis of (+/-)-alpha-isosparteine from a tetraoxobispidine core. | 2005-10-13 |
|
| Designing interfaces that function to facilitate charge injection in organic light-emitting diodes. | 2005-08-24 |
|
| Synthesis of 1,1-disubstituted-2,6-diarylcyclohexane-4-ones catalyzed by KF/basic Al2O3 under ultrasound. | 2005-08 |
|
| A facile one-pot benzylation of sodium enolates using trifluoromethanesulfonic anhydride and diphenyl sulfoxide. | 2005-05 |
|
| Ruthenium-catalyzed aromatization of enediynes via highly regioselective nucleophilic additions on a pi-alkyne functionality. A useful method for the synthesis of functionalized benzene derivatives. | 2005-03-16 |
|
| One-pot synthesis and chiral analysis of cyclopropane derivatives. | 2005-01 |
|
| A laboratory algorithm with homocysteine as the primary parameter reduces the cost of investigation of folate and cobalamin deficiency. | 2005 |
|
| Manganese(III) acetate-mediated free radical reactions of [60]fullerene with beta-dicarbonyl compounds. | 2004-12-07 |
|
| Synthesis and application of chiral cyclopropane-based ligands in palladium-catalyzed allylic alkylation. | 2004-11-12 |
|
| Rh(II)-catalyzed enantioselective cyclopropanation of olefins with dimethyl malonate via in situ generated phenyliodonium ylide. | 2004-11-11 |
|
| Biosynthesis of cervimycin C, an aromatic polyketide antibiotic bearing an unusual dimethylmalonyl moiety. | 2004-09-07 |
|
| Effect of chelating vs. bridging coordination of chiral short-bite P-X-P (X=C, N, O) ligands in enantioselective palladium-catalysed allylic substitution reactions. | 2004-01-07 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:11:41 GMT 2025
by
admin
on
Mon Mar 31 21:11:41 GMT 2025
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| Record UNII |
EM8Y79998C
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| Record Status |
Validated (UNII)
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| Record Version |
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EM8Y79998C
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DTXSID4029145
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DIMETHYL MALONATE
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C005230
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203-597-8
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m7438
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PRIMARY | Merck Index |