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108-59-8 | Dimethyl malonate
CAS No: 108-59-8 Catalog No: AG003PM6 MDL No:MFCD00008460
Product Description
Catalog Number:
AG003PM6
Chemical Name:
Dimethyl malonate
CAS Number:
108-59-8
Molecular Formula:
C5H8O4
Molecular Weight:
132.1146
MDL Number:
MFCD00008460
IUPAC Name:
dimethyl propanedioate
InChI:
InChI=1S/C5H8O4/c1-8-4(6)3-5(7)9-2/h3H2,1-2H3
InChI Key:
BEPAFCGSDWSTEL-UHFFFAOYSA-N
SMILES:
COC(=O)CC(=O)OC
EC Number:
203-597-8
UNII:
EM8Y79998C
NSC Number:
620046
Properties
Complexity:
104
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
132.042g/mol
Formal Charge:
0
Heavy Atom Count:
9
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
132.115g/mol
Monoisotopic Mass:
132.042g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
52.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0
Literature
| Title | Journal |
|---|---|
| Organocatalytic dynamic kinetic resolution via conjugate addition: synthesis of chiral trans-2,5-dialkylcyclohexanones. | Organic & biomolecular chemistry 20121003 |
| Synthesis of 2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-3-((dimethylamino)methyl)camphor organocatalysts. | Chirality 20120501 |
| Some cyclization reactions of 1,3-diphenylbenzo[e][1,2,4]triazin-7(1H)-one: preparation and computational analysis of non symmetrical zwitterionic biscyanines. | Organic & biomolecular chemistry 20120221 |
| Chiral phosphinoferrocene carboxamides with amino acid substituents as ligands for Pd-catalysed asymmetric allylic substitutions. Synthesis and structural characterisation of catalytically relevant Pd complexes. | Dalton transactions (Cambridge, England : 2003) 20111128 |
| The immobilisation of chiral organocatalysts on magnetic nanoparticles: the support particle cannot always be considered inert. | Organic & biomolecular chemistry 20111026 |
| Vitamin B₁₂ deficiency & levels of metabolites in an apparently normal urban south Indian elderly population. | The Indian journal of medical research 20111001 |
| 5-Chloro-6-hy-droxy-7,8-dimethyl-chroman-2-one. | Acta crystallographica. Section E, Structure reports online 20110801 |
| Differential metabolic responses of perennial grass Cynodon transvaalensis×Cynodon dactylon (C₄) and Poa Pratensis (C₃) to heat stress. | Physiologia plantarum 20110301 |
| Folate and vitamin B12 status in schizophrenic patients. | Journal of research in medical sciences : the official journal of Isfahan University of Medical Sciences 20110301 |
| Multiple micronutrient supplementation improves vitamin B₁₂ and folate concentrations of HIV infected children in Uganda: a randomized controlled trial. | Nutrition journal 20110101 |
| Chemical analysis of Greek pollen - Antioxidant, antimicrobial and proteasome activation properties. | Chemistry Central journal 20110101 |
| Comparison of two modes of vitamin B12 supplementation on neuroconduction and cognitive function among older people living in Santiago, Chile: a cluster randomized controlled trial. a study protocol [ISRCTN 02694183]. | Nutrition journal 20110101 |
| Aerobic production and utilization of lactate satisfy increased energy demands upon neuronal activation in hippocampal slices and provide neuroprotection against oxidative stress. | Frontiers in pharmacology 20110101 |
| Mechanism of enantioselective C-C bond formation with bifunctional chiral ru catalysts: NMR and DFT study. | Journal of the American Chemical Society 20101124 |
| Sterically congested, 'roofed' β-iminodisulfides as new chiral ligands for palladium-catalyzed, asymmetric allylic alkylation. | Chemical & pharmaceutical bulletin 20101001 |
| On the role of DNA in DNA-based catalytic enantioselective conjugate addition reactions. | Organic & biomolecular chemistry 20100907 |
| Asymmetric C-C bond-formation reaction with Pd: how to favor heterogeneous or homogeneous catalysis? | Chemistry (Weinheim an der Bergstrasse, Germany) 20100816 |
| Dimethyl 2-(2-quinolylmeth-yl)malonate. | Acta crystallographica. Section E, Structure reports online 20100601 |
| Dimethyl 2-(2,4,6-trimethoxy-benz-yl)malonate. | Acta crystallographica. Section E, Structure reports online 20100601 |
| Resolution of the atropochiral biminap ligand and applications in asymmetric catalysis. | Chemistry, an Asian journal 20100503 |
| Asymmetric synthesis of a potent, aminopiperidine-fused imidazopyridine dipeptidyl peptidase IV inhibitor. | The Journal of organic chemistry 20100305 |
| Enantioselective synthesis of alpha-quaternary amino acid derivatives by sequential enzymatic desymmetrization and Curtius rearrangement of alpha,alpha-disubstituted malonate diesters. | The Journal of organic chemistry 20100305 |
| Palladium-catalyzed decarboxylative rearrangements of allyl 2,2,2-trifluoroethyl malonates: direct access to homoallylic esters. | Organic letters 20090917 |
| Fragmentation of oxygen-containing molecules via C-O bond cleavage promoted by coordination to niobium and tantalum pentahalides. | Dalton transactions (Cambridge, England : 2003) 20090914 |
| Identification of urinary biomarkers useful for distinguishing a difference in mechanism of toxicity in rat model of cholestasis. | Basic & clinical pharmacology & toxicology 20090901 |
| Reaction of dicarbomethoxycarbene with thiophene derivatives. | The Journal of organic chemistry 20090403 |
| Dietary patterns and vitamin B(12) status of migrant Indian preadolescent girls. | European journal of clinical nutrition 20090401 |
| Modulation of carbene spin state population through precursor photophysics. | Organic letters 20090219 |
| Monomeric malonate precursors for the MOCVD of HfO2 and ZrO2 thin films. | Dalton transactions (Cambridge, England : 2003) 20090128 |
| General method for the synthesis of phenyliodonium ylides from malonate esters: easy access to 1,1-cyclopropane diesters. | The Journal of organic chemistry 20090102 |
| Causes and early diagnosis of vitamin B12 deficiency. | Deutsches Arzteblatt international 20081001 |
| Novel intermolecular iterative mechanism for biosynthesis of mycoketide catalyzed by a bimodular polyketide synthase. | PLoS biology 20080701 |
| Chiral-catalyst-based convergent synthesis of HIV protease inhibitor GRL-06579A. | Chemistry, an Asian journal 20080201 |
| Organic carbonates as alternative solvents for palladium-catalyzed substitution reactions. | ChemSusChem 20080101 |
| Cobalamin deficiency in elderly patients: a personal view. | Current gerontology and geriatrics research 20080101 |
| The Electrospray Ionization - Mass Spectra of Erythromycin A Obtained from a Marine Streptomyces sp. Mutant. | Indian journal of pharmaceutical sciences 20080101 |
| S,C-sulfonium ylides from thiophenes: potential carbene precursors. | Journal of the American Chemical Society 20071226 |
| Progressive vacuolar myelopathy and leukoencephalopathy in childhood acute lymphoblastic leukemia and transient improvement with vitamin B12. | Pediatric blood & cancer 20071015 |
| Vitamin and mineral status in elderly patients with chronic obstructive pulmonary disease. | The clinical respiratory journal 20070701 |
| Homocysteine levels are unaffected by metformin treatment in both nonpregnant and pregnant women with polycystic ovary syndrome. | Acta obstetricia et gynecologica Scandinavica 20070101 |
| 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'). | Chemistry (Weinheim an der Bergstrasse, Germany) 20070101 |
| DNA-based catalytic enantioselective michael reactions in water. | Angewandte Chemie (International ed. in English) 20070101 |
| Stereoselective formation of a single-stranded helicate: structure of a bis(palladium-allyl)quaterpyridine complex and its use in catalytic enantioselective allylic substitution. | Chemical communications (Cambridge, England) 20061214 |
| Exploration of essential structure of malloapelta B for the inhibitory activity against TNF induced NF-kappaB activation. | Archives of pharmacal research 20061001 |
| Synthesis and optical resolution of aminophosphines with axially chiral C(aryl)-N(amine) bonds for use as ligands in asymmetric catalysis. | The Journal of organic chemistry 20060915 |
| The brass light pipe: an easy way to obtain infrared spectra of liquid films and monolayers. | Applied spectroscopy 20060801 |
| Enantioselective modular synthesis of 2,4-disubstituted cyclopentenones by iridium-catalyzed allylic alkylation. | Angewandte Chemie (International ed. in English) 20060403 |
| [Reaction of pyridinium and quinolinium salts having the leaving group at the 2- or 4-position with active methylene compounds]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060201 |
| [Reaction of pyridinium salts with active methylene compounds]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20060201 |
| External quality control of urinary methyl malonic acid quantification - announcement of a pilot study. | Clinical chemistry and laboratory medicine 20060101 |
| Effectiveness of creatine monohydrate on seizures and oxidative damage induced by methylmalonate. | Pharmacology, biochemistry, and behavior 20060101 |
| A practical synthesis of (+/-)-alpha-isosparteine from a tetraoxobispidine core. | Organic letters 20051013 |
| Designing interfaces that function to facilitate charge injection in organic light-emitting diodes. | Journal of the American Chemical Society 20050824 |
| Synthesis of 1,1-disubstituted-2,6-diarylcyclohexane-4-ones catalyzed by KF/basic Al2O3 under ultrasound. | Ultrasonics sonochemistry 20050801 |
| A facile one-pot benzylation of sodium enolates using trifluoromethanesulfonic anhydride and diphenyl sulfoxide. | Chemical & pharmaceutical bulletin 20050501 |
| 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. | Journal of the American Chemical Society 20050316 |
| One-pot synthesis and chiral analysis of cyclopropane derivatives. | Chirality 20050101 |
| A laboratory algorithm with homocysteine as the primary parameter reduces the cost of investigation of folate and cobalamin deficiency. | Clinical chemistry and laboratory medicine 20050101 |
| Manganese(III) acetate-mediated free radical reactions of [60]fullerene with beta-dicarbonyl compounds. | Organic & biomolecular chemistry 20041207 |
| Synthesis and application of chiral cyclopropane-based ligands in palladium-catalyzed allylic alkylation. | The Journal of organic chemistry 20041112 |
| Rh(II)-catalyzed enantioselective cyclopropanation of olefins with dimethyl malonate via in situ generated phenyliodonium ylide. | Organic letters 20041111 |
| Biosynthesis of cervimycin C, an aromatic polyketide antibiotic bearing an unusual dimethylmalonyl moiety. | Organic & biomolecular chemistry 20040907 |
| A new class of chiral P,N-ligands and their application in palladium-catalyzed asymmetric allylic substitution reactions. | The Journal of organic chemistry 20040723 |
| Preparation of enantiopure biimidazoline ligands and their use in asymmetric catalysis. | Organic & biomolecular chemistry 20040721 |
| Rationale for the acidity of Meldrum's acid. Consistent relation of C-H acidities to the properties of localized reactive orbital. | The Journal of organic chemistry 20040625 |
| Solvent-free reactions of C60 with active methylene compounds, either with or without carbon tetrabromide, in the presence of bases under high-speed vibration milling conditions. | Organic & biomolecular chemistry 20040621 |
| Biosynthesis of volatiles by the myxobacterium Myxococcus xanthus. | Chembiochem : a European journal of chemical biology 20040607 |
| Conversion into GABA (gamma-aminobutyric acid) may reduce the capacity of L-glutamine as an insulin secretagogue. | The Biochemical journal 20040501 |
| Similar effects of succinic acid dimethyl ester and glucose on islet calcium oscillations and insulin release. | Biochemical pharmacology 20040301 |
| The three-component reaction of dicarbomethoxycarbene, aldehydes, and beta-nitrostyrenes: a stereoselective synthesis of substituted tetrahydrofurans. | The Journal of organic chemistry 20040220 |
| A case for enantioselective allylic alkylation catalyzed by palladium nanoparticles. | Journal of the American Chemical Society 20040218 |
| New dihydroxy bis(oxazoline) ligands for the palladium-catalyzed asymmetric allylic alkylation: experimental investigations of the origin of the reversal of the enantioselectivity. | Chemistry (Weinheim an der Bergstrasse, Germany) 20040206 |
| Conclusive evidence for a retention-retention pathway for the molybdenum-catalyzed asymmetric alkylation. | Journal of the American Chemical Society 20040128 |
| 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. | Dalton transactions (Cambridge, England : 2003) 20040107 |
| Reaction of [60]fullerene with free radicals generated from active methylene compounds by manganese(III) acetate dihydrate. | Organic & biomolecular chemistry 20031221 |
| Direct synthesis of 1,1'-[1,4-phenylenebis(methylene)]-bis- 1,4,8,11-tetraazacyclotetradecane octahydrochloride (AMD 3100) without the use of protecting groups. | The Journal of organic chemistry 20030808 |
| Novel solid-phase synthesis of 1,2-dialkoxyindoles. | Organic letters 20030807 |
| Chemo- and stereoselective palladium-catalyzed allylic alkylations controlled by silicon. | The Journal of organic chemistry 20030711 |
| [Synthesis and properties of optically active organoantimony compounds]. | Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20030701 |
| Fluoroalkylation of porphyrins: synthesis and reactions of beta-fluoroalkyltetraarylporphyrins. | The Journal of organic chemistry 20030516 |
| High enantioselectivity in rhodium-catalyzed allylic alkylation of 1-substituted 2-propenyl acetates. | Organic letters 20030515 |
| 1-Phosphino-2-sulfenylferrocenes as planar chiral ligands in enantioselective palladium-catalyzed allylic substitutions. | The Journal of organic chemistry 20030502 |
| An exceptionally mild catalytic thioester aldol reaction inspired by polyketide biosynthesis. | Journal of the American Chemical Society 20030312 |
| Vitamin B12 and methyl malonic acid: do we have all the answers? | Journal of the American Geriatrics Society 20030201 |
| Asymmetric carbon-carbon bond-forming reaction at the 2-position of a piperidine skeleton. | Chirality 20030101 |
| The unusual role of CO transfer in molybdenum-catalyzed asymmetric alkylations. | Journal of the American Chemical Society 20021030 |
| Biocatalytic approaches toward the synthesis of both enantiomers of trans-cyclopentane-1,2-diamine. | Organic letters 20021017 |
| Addition of malonyl radicals to glycals with C-1 acceptor groups: remarkable influence of the substituents on the product distribution. | Chemical communications (Cambridge, England) 20020621 |
| Preparation of ferrocene-containing phosphinamine ligands possessing central and planar chirality and their application in palladium-catalyzed asymmetric allylic alkylation. | The Journal of organic chemistry 20020614 |
| Solvent-dependent dynamic kinetic asymmetric transformation/kinetic resolution in molybdenum-catalyzed asymmetric allylic alkylations. | The Journal of organic chemistry 20020503 |
| Cobalamin C disease presenting as hemolytic-uremic syndrome in the neonatal period. | Journal of pediatric hematology/oncology 20020501 |
| Catalytic radical addition of carbonyl compounds to alkenes by Mn(II)/Co(II)/O(2) system. | The Journal of organic chemistry 20020208 |
| A novel glycoside lactone derivative with a 2-C-unsaturated diester substituent. | Acta crystallographica. Section C, Crystal structure communications 20011101 |
| [Bilateral hypodensity of the basal ganglia. Clinico-evolutionary correlation in children]. | Revista de neurologia 20010701 |
| Synthesis of (+/-)-bakkenolide-A and its C-7, C-10, and C-7,10 epimers by means of an intramolecular Diels-Alder reaction. | The Journal of organic chemistry 20010615 |
| New insight on the origin of the unusual acidity of Meldrum's acid from ab initio and combined QM/MM simulation study. | Journal of the American Chemical Society 20010502 |
| Urinary excretion of 2-methyl-2,3-butanediol and 2,3-pentanediol in patients with disorders of propionate and methylmalonate metabolism. | Clinica chimica acta; international journal of clinical chemistry 19870615 |
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