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Ethyl ester of acetoacetic acid
The organic compound ethyl acetoacetate (EAA) is the ethyl ester of acetoacetic acid. It is a colorless liquid. It is used in the production of a variety
Ethyl_acetoacetate
Chemical compound
properties are similar to those for ethyl acetoacetate, which is more common. At large scale, methyl acetoacetate is industrially produced by treatment
Methyl_acetoacetate
Chemical reaction
Acetoacetic ester synthesis is a chemical reaction where ethyl acetoacetate is alkylated at the α-carbon to both carbonyl groups and then converted into
Acetoacetic_ester_synthesis
Organic compound (CH3CO2CH2CH3)
CH3CO2Na In the Claisen condensation, anhydrous ethyl acetate and strong bases react to give ethyl acetoacetate: Its melting point is −83 °C, with a melting
Ethyl_acetate
Chemical compound
equivalents of ethyl acetoacetate which undergo condensation in the presence of a catalytic amount of piperidine. 2-Methoxy-1,3-butadiene and ethyl-2-butynoate
Hagemann's_ester
Chemical reaction
original Knorr synthesis employed two equivalents of ethyl acetoacetate, one of which was converted to ethyl 2-oximinoacetoacetate by dissolving it in glacial
Knorr_pyrrole_synthesis
Chemical reaction
aldehyde such as formaldehyde, 2 equivalents of a β-keto ester such as ethyl acetoacetate and a nitrogen donor such as ammonium acetate or ammonia. The initial
Hantzsch_pyridine_synthesis
Chemical compound
Hantzsch pyridine synthesis where formaldehyde, two equivalents of ethyl acetoacetate and ammonium acetate are combined to afford the product in high yield
Hantzsch_ester
Organic compound
in dairy cows to test for ketosis. 3-Hydroxybutyrate dehydrogenase Ethyl acetoacetate "Front Matter". Nomenclature of Organic Chemistry: IUPAC Recommendations
Acetoacetic_acid
Aromatic compound (C4H4N2)
began in 1884 with Pinner, who synthesized derivatives by condensing ethyl acetoacetate with amidines. Pinner first proposed the name “pyrimidin” in 1885
Pyrimidine
Chemical compound
Ethyl chloroacetate is an organic compound with the chemical formula ClCH2CO2CH2CH3. It is used primarily in the chemical industry. It is used as a solvent
Ethyl_chloroacetate
German chemist (1833–1889)
his academic career at the University of Jena where he discovered ethyl acetoacetate, a key compound for chemical synthesis and for the discovery of tautomerism
Johann_Georg_Anton_Geuther
Chemical compound
organophosphate nerve agent. It is the cyclohexyl methylphosphonate ester of ethyl acetoacetate. The compound has two isomers, the cis isomer and trans isomer, with
2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
2-Ethoxycarbonyl-1-methylvinyl_cyclohexyl_methylphosphonate
Chemical compound
CH3C(O2C2H4)CH2CO2C2H5 It is the ketal derived from the condensation of ethyl acetoacetate and ethylene glycol. Also known as apple ketal and applinal, it has
Fructone
German chemist (1859–1921)
most untroubled and most productive period of his life. Reactions of ethyl acetoacetate with numerous other compounds were the main focus of his work there
Ludwig_Knorr
Chemical compound
a two-step process in which N,N-diethylguanidine is reacted with ethyl acetoacetate to form a pyrimidine ring and its hydroxy group is combined with dimethyl
Pirimiphos-methyl
Organic chemical reaction
Z−CH2−Z or Z−CHR−Z for instance diethyl malonate, Meldrum's acid, ethyl acetoacetate or malonic acid, or cyanoacetic acid. Z−CHRR', for instance nitromethane
Knoevenagel_condensation
Ethyl 10-undecenoate Ethyl 2-methylbutyrate Ethyl acetate Ethyl acetoacetate Ethyl alcohol Ethyl benzoate Ethyl butyrate Ethyl cinnamate Ethyl decanoate
List of additives in cigarettes
List_of_additives_in_cigarettes
Multicomponent chemical reaction
chemical reaction that creates 3,4-dihydropyrimidin-2(1H)-ones 4 from ethyl acetoacetate 1, an aryl aldehyde (such as benzaldehyde 2), and urea 3. It is named
Biginelli_reaction
Organic compounds of the form >C=N–OH
Alternatively, sodium nitrite in glacial acetic acid nitrosates ethyl acetoacetate and malononitrile. A conceptually related reaction is the Japp–Klingemann
Oxime
Chemical compound
Ethyl bromoacetate is the chemical compound with the formula BrCH2CO2CH2CH3. It is the ethyl ester of bromoacetic acid and is prepared in two steps from
Ethyl_bromoacetate
Organic compound ethane-1,2-diol
protected using ethylene glycol: The glycol-derived dioxolane of ethyl acetoacetate is a commercial fragrance fructone. Silicon dioxide dissolves slowly
Ethylene_glycol
Chemical compound
doi:10.3891/acta.chem.scand.27-1845. Knorr, L. (1883). "Action of ethyl acetoacetate on phenylhydrazine. I". Chemische Berichte. 16: 2597–2599. doi:10
Pyrazole
Chemical compound
nitroacetic acid. With sodium ethoxide it gives ethoxyacetate. With ethyl acetoacetate ethyl acetosuccinate is produced. Hydrolysis gives glycolic acid. Koenig
Sodium_chloroacetate
Index of chemical compounds with the same molecular formula
The molecular formula C6H10O3 may refer to: Diglycidyl ether Ethyl acetoacetate (Hydroxyethyl)methacrylate Ketoisocaproic acid α-Ketoisocaproic acid β-Ketoisocaproic
C6H10O3
Molecule containing two adjacent C=O groups
by the condensation of a pair of esters. A well known example is ethyl acetoacetate (although it is prepared by ethanolysis of ketene). Succinaldehyde
Dicarbonyl
Chemicals produced during fat metabolism
include acetoacetic acid (acetoacetate), beta-hydroxybutyrate, and acetone, a spontaneous breakdown product of acetoacetate (see graphic). Ketone bodies
Ketone_bodies
Organic compound of the form >C=C=O
Staudinger synthesis is used to synthesize β-lactam antibiotics. Ethyl acetoacetate, an organic synthesis feedstock, is prepared industrially from diketene
Ketene
Organic compound with the structure >C(O–)2
important flavouring compound in distilled beverages. Two ketals of ethyl acetoacetate are used in commercial fragrances. Fructone (CH3C(O2C2H4)CH2CO2C2H5)
Acetal
Chemical compound
5-dimethoxyaniline and ethyl acetoacetate followed by borohydrate reduction gives synthon 1. The amino group is protected by rxn with ethyl chloroformate, the
Levonantradol
Chemical compound
Phenazone is synthesized by condensation of phenylhydrazine and ethyl acetoacetate under basic conditions and methylation of the resulting intermediate
Phenazone
C6H10O3 4-acetylbutyric acid 3128–06–1 butyl glyoxylate 6295–06–3 ethyl acetoacetate 141–97–9 2-hydroxypropyl acrylate 25584–83–2 pantolactone 599–04–2
Glossary_of_chemical_formulae
Chemical compound
aggregation inhibitor. Coronary vasodilator. Base catalyzed alkylation of ethyl acetoacetate (1) with 2-chlorotriethylamine (2) gives compound (3). Separately
Cloricromen
Month of 1937
Biginelli reaction that creates 3,4-dihydropyrimidin-2(1H)-ones from ethyl acetoacetate, benzaldehyde and urea. Two days of voting in the Finnish presidential
January_1937
Chemical compound
tar and from bone oil. A laboratory route involves condensation of ethyl acetoacetate, formaldehyde, and an ammonia source to give a bis(carboxy ester)
2,6-Lutidine
Synthesis of chemical compounds in an electrochemical cell
important method for the synthesis of certain hydrocarbons from alkylated ethyl acetoacetate, a reaction accompanied by the rearrangement reaction of the alkyl
Electrosynthesis
Chemical compound
reported in 1883 by Ludwig Knorr, via a condensation reaction between ethyl acetoacetate and phenylhydrazine. Many pyrazolones are produced by functionalization
Pyrazolone
Topics referred to by the same term
club also known as Eastern Athletic Association Essential amino acid Ethyl acetoacetate Excitatory amino acid Extrinsic allergic alveolitis Eagle Airport
EAA
Antihypertensive drug of the calcium channel blocker class
with Diketene [674-82-8] (4) gives 2-(4-benzhydryl-1-piperazinyl)ethyl acetoacetate [89226-49-3] (5). The reaction with 3-nitrobenzaldehyde [99-61-6]
Manidipine
Chemical compound
Ethyl iodoacetate is an organic compound with the chemical formula ICH2CO2CH2CH3. It is a derivative of ethyl acetate. Under normal conditions, the compound
Ethyl_iodoacetate
Chemical compound
factors. Methylthiouracil is prepared quite simply by condensation of ethyl acetoacetate with thiourea. Further work in this series shows that better activity
Methylthiouracil
Use of natural catalysts to perform chemical transformations
J.; Trewhella, Maurie A. (1993). "The yeast mediated reduction of ethyl acetoacetate in petroleum ether". Tetrahedron Letters. 34 (24): 3949–3950. doi:10
Biocatalysis
Chemical compound
out analogously to the Hantzsch's dihydropyridine synthesis from ethyl acetoacetate (as β-ketocarbonyl compound), acetaldehyde and ammonia in the ratio
2,4,6-Trimethylpyridine
J.; Trewhella, Maurie A. (1993). "The yeast mediated reduction of ethyl acetoacetate in petroleum ether". Tetrahedron Letters. 34 (24): 3949–3950. doi:10
Glossary_of_engineering:_A–L
Antimalarial drug
been reported: p-Anisidine [104-94-9] (1) was heated in xylenes and ethyl acetoacetate to give 4'-methoxyacetoacetanilide [5437-98-9] (2). Cyclodehydration
Tafenoquine
Chemical compound
squalene. Geranylacetone can be produced by transesterification of ethyl acetoacetate with linalool: EtOC(O)CH2C(O)CH3 + C10H17OH → C10H17OC(O)CH2C(O)CH3
Geranylacetone
Paper on taxol synthesis
dienophile 8 (Scheme 1, compound 1). Aldol condensation of acetone and ethyl acetoacetate gave β-keto-ester 3. A Grignard reaction involving methylmagnesium
Nicolaou Taxol total synthesis
Nicolaou_Taxol_total_synthesis
Chemical compound
condensation with ethyl acetoacetate then gives (5). The saponification of the ester then gives the corresponding acid. The reaction of this with ethyl chloroformate
Pirandamine
Chemical compound
the 2-oxo isomer — to the product obtained from 2-aminopyridine and ethyl acetoacetate. This incorrect assignment was repeated independently by Seide (1925)
4H-Pyrido(1,2-a)pyrimidin-4-one
4H-Pyrido(1,2-a)pyrimidin-4-one
British chemist
decrease the dialdehyde recovered by “the acylation of a substituted ethyl acetoacetate by the group related to the weakest possible acid”. One example of
Gertrude_Maud_Robinson
Reaction in organic chemistry
Natriummalonsäureäthern zu den Aethern ungesättigter Säuren" [On the addition of sodium acetoacetate- and sodium malonic acid esters to the esters of unsaturated acids].
Michael_addition_reaction
Chemical reaction
β-unsaturated alcohols to the active methylene group. Part I. The action of ethyl acetoacetate on linalool and geraniol". Journal of the Chemical Society 1940, 704–706
Carroll_rearrangement
German chemist and electrochemist (1862–1918)
an electrosynthetic rearrangement reaction of various alkylated ethyl acetoacetates to form hydrocarbons, now called the Tafel rearrangement, and the
Julius_Tafel
Chemical compound
heterocycles IV. The condensation of o-phenylenediamine with α-aryl and γ-aryl-acetoacetate]. Helvetica Chimica Acta (in German). 43 (4): 1046–1056. doi:10.1002/hlca
Etonitazene
Chemical compound
protecting the primary amino group of ampicillin (1) as the enamine with ethyl acetoacetate (2). THis was then esterified by reaction with 3-bromopthalide (3)
Talampicillin
Organic compounds of the form >C=O
ketones. Acetoacetate is an intermediate in the Krebs cycle which releases energy from sugars and carbohydrates. In medicine, acetone, acetoacetate, and
Ketone
German chemist (1883–1952)
determination of the equilibrium of the Keto-enol tautomerism of ethyl acetoacetate. This was done through the determination of the Enol content in
Kurt_Heinrich_Meyer
Italian chemist
and ethyl acetoacetate, which was at first incorrectly interpreted as one leading to the formation of alpha-benzuramido-crotonacetic ester, or ethyl
Pietro_Biginelli
Carboxylic acid – CH3(CH2)3COOH
pleasant odors and are used in perfumes and cosmetics. Several, including ethyl valerate and pentyl valerate are used as food additives because of their
Valeric_acid
Chemical compound
2-Acetylbutyrolactone can also be prepared by reacting ethylene oxide with ethyl acetoacetate in alkaline conditions.[citation needed] 2-Acetylbutyrolactone itself
2-Acetylbutyrolactone
Chemical compound
Geuther in 1871 as part of his work investigating the derivatives of ethyl acetoacetate. Tetrolic acid is manufactured on a commercial scale by treatment
Tetrolic_acid
Class of chemical substances
synthesis employs two molecules of a 1,3-dicarbonyl compound (for example ethyl acetoacetate), together with an aldehyde and one molecule of ammonia. These components
Pyridines
Chemical compound
CoA-derivative intermediate before it is cleaved into acetyl-CoA and acetoacetate.[page needed] Additionally, malonyl-CoA decarboxylase (MCD), present
Acetyl-CoA
Chemical compound
Pracinostat Names Preferred IUPAC name (2E)-3-{2-Butyl-1-[2-(diethylamino)ethyl]-1H-1,3-benzimidazol-5-yl}-N-hydroxyprop-2-enamide Other names Pracinostat
Pracinostat
Chemical compound
IUPAC name 3-[(Dimethylamino)methyl]-N-{2-[4-(hydroxycarbamoyl)phenoxy]ethyl}-1-benzofuran-2-carboxamide Other names PCI-24781; CRA-024781 Identifiers
Abexinostat
Chemical compound
2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Acephate Armine Azinphos-ethyl Azinphos-methyl BAY-29952 Bensulide Cadusafos Carbophenothion Chlorethoxyfos
Mevinphos
Organic compound ((CH3)2CO); simplest ketone
milligrams of acetone per day and it arises from the decarboxylation of acetoacetate. Small amounts of acetone are produced in the body by the decarboxylation
Acetone
Chemical compound (CH3CH2CH2COOH)
This intermediate then takes two possible pathways: acetoacetyl CoA → acetoacetate → acetone acetoacetyl CoA → butyryl CoA → butyraldehyde → butanol For
Butyric_acid
Chemical compound
product of acetoacetyl-CoA synthetase (AACS) within the cytosol, using acetoacetate as the substrate, the reaction provides acetyl groups for lipogenesis
Acetoacetyl-CoA
Heterocyclic aromatic organic compound
pyridine synthesis typically uses a 2:1:1 mixture of a β-keto acid (often acetoacetate), an aldehyde (often formaldehyde), and ammonia or its salt as the nitrogen
Pyridine
Dietary supplement and medication
oxybate (GHB sodium) Abexinostat Acetic acid (acetate) Acetoacetic acid (acetoacetate) Allyl mercaptan Alteminostat Apicidin Belinostat BRD-4884 (BRD-4884)
Nicotinamide
Chemical compound
3-methylglutaconyl-CoA, then is hydrated and cleaved into acetyl-CoA and acetoacetate – two energy rich molecules that enter tricarboxylic acid (TCA) cycle
Isovaleryl-CoA
Chemical compound (organic coenzyme)
Del Campillo A (1953-01-03). "Enzymatic breakdown and synthesis of acetoacetate". Nature. 171 (4340): 28–30. Bibcode:1953Natur.171...28S. doi:10.1038/171028a0
Butyryl-CoA
Pharmaceutical compound
enyl)-4-(1-(3-(4-((dimethylamino)methyl)phenyl)-6-oxopyridazin-1(6H)-yl)ethyl)benzamide as Potent Class I Selective HDAC Inhibitor for Oral Anticancer
Entinostat
Chemical compound
β-Hydroxybutyrate dehydrogenase Mevalonate pathway Thiolase Unknown enzyme β-Hydroxybutyrate Acetoacetyl-CoA Acetyl-CoA Acetoacetate Mevalonate Cholesterol
Methylcrotonyl-CoA
Medication used for epilepsy, bipolar disorder and migraine
oxybate (GHB sodium) Abexinostat Acetic acid (acetate) Acetoacetic acid (acetoacetate) Allyl mercaptan Alteminostat Apicidin Belinostat BRD-4884 (BRD-4884)
Valproate
Chemical compound
β-Hydroxybutyrate dehydrogenase Mevalonate pathway Thiolase Unknown enzyme β-Hydroxybutyrate Acetoacetyl-CoA Acetyl-CoA Acetoacetate Mevalonate Cholesterol
Β-Hydroxy_β-methylbutyryl-CoA
CoA-transferase EC 2.8.3.8: acetate CoA-transferase EC 2.8.3.9: butyrate—acetoacetate CoA-transferase EC 2.8.3.10: citrate CoA-transferase EC 2.8.3.11: citramalate
List_of_EC_numbers_(EC_2)
Chemical compound
N-(2-fluoro-6-(trifluoromethyl)benzyl)urea [830346-46-8] (1) with t-butyl acetoacetate [1694-31-1] under acidic conditions to generate the 6-methyluracil derivative
Elagolix
Chemical compound found in some lichens
rings separately. The first ring component was prepared from methyl acetoacetate and (E)-methyl dec-2-enoate through a series of transformations. The
Grayanic_acid
MeSH D02.241.511.902.915.400.500 – iduronic acid MeSH D02.241.607.080 – acetoacetates MeSH D02.241.607.360 – hippurates MeSH D02.241.607.360.192 – aminohippuric
List_of_MeSH_codes_(D02)
Chemical compound
representation of an (R,R)-valnoctamide molecule Names Preferred IUPAC name 2-Ethyl-3-methylpentanamide Identifiers CAS Number 4171-13-5 N 3D model (JSmol)
Valnoctamide
Chemical compound
Identifiers IUPAC name (2E)-N-hydroxy-3-[4-({[2-(2-methyl-1H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylamide CAS Number 404950-80-7 Y PubChem CID 6918837
Panobinostat
ETHYL ACETOACETATE
ETHYL ACETOACETATE
Female
Hungarian
Hungarian form of English Ethel, ETEL means "noble."
Female
English
Middle English form of Anglo-Saxon Æthel, a short form of longer names containing the element æðel, ETHEL means "noble."
Girl/Female
British, English
Noble
Girl/Female
German Hebrew Teutonic American English
noble.
Girl/Female
American, Australian, British, Christian, Danish, English, French, German, Hebrew, Swedish, Teutonic
Noble; Righteous
Girl/Female
Christian & English(British/American/Australian)
Noble
ETHYL ACETOACETATE
ETHYL ACETOACETATE
ETHYL ACETOACETATE
ETHYL ACETOACETATE
ETHYL ACETOACETATE
ETHYL ACETOACETATE
ETHYL ACETOACETATE