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[ CAS No. 6102-15-4 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 6102-15-4
Chemical Structure| 6102-15-4
Chemical Structure| 6102-15-4
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Quality Control of [ 6102-15-4 ]

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Product Details of [ 6102-15-4 ]

CAS No. :6102-15-4 MDL No. :MFCD00019433
Formula : C11H16O3 Boiling Point : -
Linear Structure Formula :- InChI Key :FMQHLVMBLLFWPK-UHFFFAOYSA-N
M.W : 196.24 Pubchem ID :223002
Synonyms :

Calculated chemistry of [ 6102-15-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.64
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 53.89
TPSA : 43.37 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.66 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.97
Log Po/w (XLOGP3) : 1.18
Log Po/w (WLOGP) : 1.72
Log Po/w (MLOGP) : 1.4
Log Po/w (SILICOS-IT) : 1.97
Consensus Log Po/w : 1.65

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.6
Solubility : 4.91 mg/ml ; 0.025 mol/l
Class : Very soluble
Log S (Ali) : -1.69
Solubility : 4.04 mg/ml ; 0.0206 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.99
Solubility : 2.03 mg/ml ; 0.0103 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.69

Safety of [ 6102-15-4 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P270-P301+P312-P330 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 6102-15-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 6102-15-4 ]

[ 6102-15-4 ] Synthesis Path-Downstream   1~41

  • 1
  • [ 542-69-8 ]
  • [ 6102-15-4 ]
  • [ 93445-51-3 ]
YieldReaction ConditionsOperation in experiment
Reaktion ueber 2 Stufen;
  • 2
  • [ 6102-15-4 ]
  • [ 1123-09-7 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide anschliessend mit wss. H2SO4;
3.7 g Stage #1: 2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester With sodium hydroxide In methanol; water at 100℃; for 2h; Stage #2: With sulfuric acid In methanol; water at 85℃; for 2h; 3-4 Example 4: Preparation of compound V (3,5-dimethyl-2-cyclohexen-1-one) Add 4-ethoxycarbonyl-3,5-dimethyl-2-cyclohexen-1-one (11.6g, 59.1mmol) into the flask,Add methanol (1.1mL),Stir evenly, add sodium hydroxide aqueous solution (7.1g dissolved in 30mL water) at room temperature, increase the temperature to 100°C and react for 120min, then cool downAdjust pH>2 with sulfuric acid (15.1g, 154mmol), continue to heat up to 85°C and react for 120min, then cool down,After extraction with methyl tert-butyl ether, the extract was desolvated and distilled under reduced pressure to obtain 3.7 g of compound V.
  • 3
  • [ 6102-15-4 ]
  • [ 53792-15-7 ]
YieldReaction ConditionsOperation in experiment
With ammonia; sodium amide Erwaermen des nach Zusatz von Aether vom Ammoniak befreiten Reaktionsgemisches mit Aethyljodid in Aether und Toluol;
  • 4
  • [ 6102-15-4 ]
  • [ 36714-69-9 ]
YieldReaction ConditionsOperation in experiment
With palladium on activated charcoal Hydrogenation.anschliessend mit heisser wss.-aethanol. Natronlauge behandeln;
  • 6
  • [ 6102-15-4 ]
  • 2,6-dimethyl-4-semicarbazono-cyclohex-2-enecarboxylic acid ethyl ester [ No CAS ]
  • 7
  • [ 141-97-9 ]
  • [ 75-07-0 ]
  • [ 6102-15-4 ]
YieldReaction ConditionsOperation in experiment
95% With potassium <i>tert</i>-butylate In <i>tert</i>-butyl alcohol Inert atmosphere;
80% With potassium <i>tert</i>-butylate In <i>tert</i>-butyl alcohol Heating;
71% With potassium <i>tert</i>-butylate In <i>tert</i>-butyl alcohol for 20h; Heating;
With piperidine Erhitzen des Reaktionsprodukts mit Eisessig und konz. Schwefelsaeure;
With piperidine In ethanol at 80℃;
23 g With piperidine In water; toluene for 3h; Reflux; 1-2 Example 1: Preparation of compound VI (4-ethoxycarbonyl-3,5-dimethyl-2-cyclohexen-1-one) Add 40% acetaldehyde aqueous solution (14.5g, 131.7mmol) and ethyl acetoacetate (37.7g, 289.7mmol) to the flask, add toluene (58mL), stir well, add piperidine (0.11g, 1.3mmol) at room temperature After heating and refluxing reaction for 3 hours, the temperature was lowered, and distillation under reduced pressure was carried out to obtain 23 g of compound VI.

  • 8
  • [ 141-97-9 ]
  • [ 74-86-2 ]
  • [ 6102-15-4 ]
  • [ 5423-31-4 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; mercury(II) sulfate at 70 - 80℃;
  • 10
  • [ 141-97-9 ]
  • [ 123-63-7 ]
  • [ 6102-15-4 ]
YieldReaction ConditionsOperation in experiment
With anion-exchanger; cationen-exchanger
  • 11
  • 3-ethoxycarbonyl-3-penten-2-one [ No CAS ]
  • [ 6102-15-4 ]
  • [ 5423-31-4 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid
  • 12
  • [ 6102-15-4 ]
  • [ 18649-43-9 ]
  • [ 116059-86-0 ]
  • [ 116059-87-1 ]
  • [ 116059-88-2 ]
YieldReaction ConditionsOperation in experiment
1: 1.3% 2: 1% 3: 8.6% With dmap In chloroform at 60℃; for 48h;
1: 8.6% 2: 1.3% 3: 1% With dmap In chloroform at 60℃; for 48h;
  • 13
  • [ 6102-15-4 ]
  • [ 75056-98-3 ]
YieldReaction ConditionsOperation in experiment
91% With N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate In acetonitrile at 25℃; for 12h; Inert atmosphere; Representative experimental procedure for 1a: To a stirred solution of cyclohexenone 2a (11.30 g, 57.60 mmol) in MeCN (50 mL) were added N-bromosuccinimide (10.25 g, 57.60 mmol) and TMS OTf (1.28 g, 5.76 mmol, 10 mol%). The mixture was stirred at room temperature for 12 h under argon atmosphere, diluted with EtOAc, washed with 1 M HCl, dried over anhydrous Na2SO4, filtered and concentrated to give the crude product (16.02 g) as reddish yellow oil. The crude product was purified by SiO2 flash column chromatography (eluent 25-45% EtOAc/hexane gradient) to give pure phenol 1a (10.18 g, 52.42 mmol) in 91% yield as yellow oil. Data for 1a: Rf = 0.23 (1:4 EtOAc/hexane); 1H-NMR (CDCl3) δ 1.36 (t, J = 7.2 Hz, 3H), 2.25 (s, 6H), 4.35 (q, J = 7.2 Hz, 2H), 6.45 (s, 2H) ppm; 13C-NMR (CDCl3) δ 13.9, 19.8, 61.0, 114.5, 125.2, 137.4, 156.8, 171.0 ppm; IR (KBr) 3381, 2978, 2933, 1715, 1655, 1610, 1592, 1461, 1446, 1368, 1256, 1159, 1088, 1029, 854, 783, 716, 637, 604 cm-1; HRMS (EI) calcd for C11H14O3 194.0943, found 194.0947..
45% With carbon disulfide; bromine 1) -10 deg C; 2) RT,;
83.5 %Chromat. With palladium 10% on activated carbon In N,N-dimethyl acetamide at 150℃; for 24h; 8 Implementation Example 4-7 Is a starting compound, 2-methyl-4-oxo-2-cyclohexene carboxylate wherein (2), R1 = H, R2 = CH3] N of (730 mg), N-dimethylacetamide (DMA; bp.165 ) solution (4mL) taken up in the reactor, a further 10% palladium charcoal (50% moisture; plus 100mg). The amount after the reaction system was reacted for 2 hours while heating and stirring at 0.99 ° C., the amount of the raw material 4-hydroxy-2-methylbenzoic acid methyl in the reaction mixture (target compound (1)) (2) It was analyzed by HPLC. As a result, the yield of the objective compound (1) is 94.8% residual ratio of the starting compound (2) was 0.1%.
  • 14
  • [ 6102-15-4 ]
  • 3,4-Dihydroxy-2,6-dimethyl-benzoic acid ethyl ester [ No CAS ]
  • 1-Hydroxy-2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 62% 2: 1% With potassium fluoride; oxygen In dimethyl sulfoxide at 60℃;
  • 15
  • [ 6102-15-4 ]
  • [ 107-21-1 ]
  • [ 76184-64-0 ]
YieldReaction ConditionsOperation in experiment
66 g With toluene-4-sulfonic acid In benzene for 40h; Heating;
  • 16
  • [ 6102-15-4 ]
  • 4-Hydroxy-2,6-dimethyl-cyclohex-2-enecarboxylic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium tetrahydroborate
YieldReaction ConditionsOperation in experiment
With water at 140℃; im geschlossenen Rohr;
With sodium ethanolate
YieldReaction ConditionsOperation in experiment
at 0℃; Erwaermen des Produkts; unter Abspaltung von HBr;
  • 23
  • [ 6102-15-4 ]
  • [ 77-78-1 ]
  • [ 100667-93-4 ]
YieldReaction ConditionsOperation in experiment
64% With potassium carbonate In acetone for 48h; Heating;
  • 24
  • [ 6102-15-4 ]
  • [ 555-16-8 ]
  • 4-hydroxy-2,6-dimethyl-3-(4-nitrobenzyl)benzoic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With (S)-2-(1-pyrrolidinylmethyl)pyrrolidine In N,N-dimethyl-formamide at 25℃;
65% With (S)-2-(1-pyrrolidinylmethyl)pyrrolidine In dimethyl sulfoxide at 25℃; for 12h; regioselective reaction;
  • 25
  • [ 6102-15-4 ]
  • [ 105-07-7 ]
  • 3-(4-cyanobenzyl)-4-hydroxy-2,6-dimethylbenzoic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With (S)-2-(1-pyrrolidinylmethyl)pyrrolidine In N,N-dimethyl-formamide at 25℃;
50% With (S)-2-(1-pyrrolidinylmethyl)pyrrolidine In dimethyl sulfoxide at 25℃; for 12h; regioselective reaction;
  • 26
  • [ 123-75-1 ]
  • [ 6102-15-4 ]
  • [ 586-96-9 ]
  • 4-hydroxy-2,6-dimethyl-3-phenylamino-benzoic acid ethyl ester [ No CAS ]
  • 2,6-dimethyl-3-phenylamino-4-pyrrolidin-1-yl-benzoic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With 4 A molecular sieve In ethanol at 25℃;
  • 27
  • [ 6102-15-4 ]
  • [ 586-96-9 ]
  • 4-hydroxy-2,6-dimethyl-3-phenylamino-benzoic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With pyrrolidine In dimethyl sulfoxide at 25℃;
Stage #1: 2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester With piperidine In N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: Nitrosobenzene In N,N-dimethyl-formamide at 25℃; for 1h;
  • 28
  • [ 6102-15-4 ]
  • [ 32622-01-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 66 g / p-toluenesulfonic acid / benzene / 40 h / Heating 2: 48 g / lithium aluminium hydride / diethyl ether; tetrahydrofuran / 10 h / Heating
  • 29
  • [ 6102-15-4 ]
  • [ 67543-92-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: aq.-ethanolic NaOH / anschliessend mit wss. H2SO4
  • 30
  • [ 6102-15-4 ]
  • [ 93445-22-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium amide; liquid ammonia / Erwaermen des nach Zusatz von Aether vom Ammoniak befreiten Reaktionsgemisches mit Aethyljodid in Aether und Toluol 2: aq.-ethanolic NaOH / Ansaeuern mit wss. H2SO4 und erneuten Kochen
  • 31
  • [ 6102-15-4 ]
  • [ 93445-26-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: Reaktion ueber 2 Stufen 2: aq.-ethanolic NaOH / anschliessend Behandeln mit wss. H2SO4
  • 32
  • [ 6102-15-4 ]
  • 2,4-dimethyl-1,2,3,4-tetrahydro-carbazole-3-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: palladium/charcoal / Hydrogenation.anschliessend mit heisser wss.-aethanol. Natronlauge behandeln 2: acetic acid
  • 33
  • [ 6102-15-4 ]
  • [ 106-95-6 ]
  • [ 586-96-9 ]
  • [ 928312-75-8 ]
YieldReaction ConditionsOperation in experiment
90% Stage #1: 2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester; Nitrosobenzene With piperidine In N,N-dimethyl-formamide at 25℃; for 1.5h; Stage #2: allyl bromide With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 24h;
  • 34
  • [ 6102-15-4 ]
  • [ 1097633-92-5 ]
YieldReaction ConditionsOperation in experiment
50% Stage #1: 2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester With benzylamine In dimethyl sulfoxide Stage #2: With 4-toluenesulfonyl azide In dimethyl sulfoxide at 25℃;
  • 35
  • [ 6102-15-4 ]
  • [ 1097633-77-6 ]
YieldReaction ConditionsOperation in experiment
65% Stage #1: 2,6-dimethyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester With <i>L</i>-proline In dimethyl sulfoxide at 25℃; for 0.25h; Stage #2: With 4-toluenesulfonyl azide In dimethyl sulfoxide at 25℃;
  • 36
  • [ 5586-13-0 ]
  • [ 6102-15-4 ]
  • ethyl 4,6-dimethyl-1-(4-(trifluoromethyl)phenyl)-6,7-dihydro-1H-benzo[d][1,2,3]triazole-5-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With pyrrolidine In dimethyl sulfoxide at 25℃; for 4h; regioselective reaction;
  • 37
  • [ 6102-15-4 ]
  • C11H16O2S [ No CAS ]
YieldReaction ConditionsOperation in experiment
73% With Lawessons reagent In tetrahydrofuran at 20℃; for 72h; Inert atmosphere;
  • 38
  • [ 6102-15-4 ]
  • [ 2320-30-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water; methanol / 2 h / 100 °C 1.2: 2 h / 85 °C / pH > 2 2.1: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 25 °C / 18751.9 Torr / Autoclave
  • 39
  • [ 6102-15-4 ]
  • [ 5441-52-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water; methanol / 2 h / 100 °C 1.2: 2 h / 85 °C / pH > 2 2.1: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 25 °C / 18751.9 Torr / Autoclave 3.1: borane tert-butylamine / dichloromethane / 0.5 h / 35 °C
  • 40
  • [ 6102-15-4 ]
  • p-nitrobenzoic acid-3,5-dimethylcyclohexyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water; methanol / 2 h / 100 °C 1.2: 2 h / 85 °C / pH > 2 2.1: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 25 °C / 18751.9 Torr / Autoclave 3.1: borane tert-butylamine / dichloromethane / 0.5 h / 35 °C 4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5 h / 40 °C
  • 41
  • [ 6102-15-4 ]
  • [ 767-13-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: sodium hydroxide / water; methanol / 2 h / 100 °C 1.2: 2 h / 85 °C / pH > 2 2.1: palladium 10% on activated carbon; hydrogen / methanol / 0.5 h / 25 °C / 18751.9 Torr / Autoclave 3.1: borane tert-butylamine / dichloromethane / 0.5 h / 35 °C 4.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5 h / 40 °C 5.1: water; methanol; sodium hydroxide / tetrahydrofuran / 1 h / 60 °C
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed Equilibration of Alkenes • Acid-Catalyzed Rearrangement of Alkenes • Acid-Catalyzed α -Halogenation of Ketones • Acyl Group Substitution • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Addition of a Hydrogen Halide to an Internal Alkyne • Addition of Hydrogen Halides Forms Geminal Dihaloalkanes • Addition of Radicals to Alkenes • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols Convert Acyl Chlorides into Esters • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkene Hydration • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Alkylation of Enolate Ions • Allylic Deprotonation • Allylic Halides Undergo SN1 Reactions • Allylic Substitution • Amines Convert Esters into Amides • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Bouveault-Blanc Reduction • Brown Hydroboration • Bucherer-Bergs Reaction • Carbene Addition to Double Bonds • Catalytic Hydrogenation • Catalytic Hydrogenation of Alkenes • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complex Metal Hydride Reductions • Conjugated Enone Takes Part in 1,4-Additions • Convert Esters into Aldehydes Using a Milder Reducing Agent • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Deoxygenation of the Carbonyl Group • Deprotection of Cbz-Amino Acids • Deprotonation of a Carbonyl Compound at the α -Carbon • Dimerization, Oligomerization of Alkenes • Diorganocuprates Convert Acyl Chlorides into Ketones • Dissolving-Metal Reduction of an Alkyne • Dithioacetal Formation • Electrocyclic Reactions • Electrophilic Addition of Halogen to Alkynes • Electrophilic Addition of HX to Alkenes • Elimination from Dihaloalkanes to Give Haloalkenes • Enamine Formation • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Epoxidation • Epoxidation by Peroxycarboxylic Acids • Ester Cleavage • Ester Hydrolysis • Ether Synthesis by Oxymercuration-Demercuration • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogen and Alcohols Add to Alkenes by Electrophilic Attack • Halogenation • Halogenation of Alkenes • Halogenation-double Dehydrohalogenation • Hantzsch Pyridine Synthesis • Heat of Combustion • Heck Reaction • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydroboration-Oxidation • Hydrogen Bromide Add to Alkenes in Anti-Markovnikov Fashion • Hydrogenation • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation with Lindlar Catalyst • Hydrogenation with Lindlar Catalyst • Hydrolysis of Imines to Aldehydes and Ketones • Hydroxylation • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Lawesson's Reagent • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mercury Ions Catalyze Alkynes to Ketones • Michael Addition • Osmium Tetroxide Reacts with Alkenes to Give Vicinal Diols • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidative Cleavage of Double Bonds • Oxymercuration-Demercuration • Passerini Reaction • Paternò-Büchi Reaction • Pauson-Khand Cyclopentenone Synthesis • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Polymerization of Alkenes • Preparation of Aldehydes and Ketones • Preparation of Alkenes • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Alkenes by Dehydration of Alcohols • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Radical Addition of a Thiol to an Alkene • Radical Addition of HBr to Terminal Alkynes • Radical Addition of HBr to Terminal Alkynes • Radical Allylic Substitution • Reactions of Aldehydes and Ketones • Reactions of Alkenes • Reactions of Amines • Reactions with Organometallic Reagents • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reductive Amination • Reductive Amination • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Sharpless Asymmetric Amino Hydroxylation • Sharpless Asymmetric Dihydroxylation • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stobbe Condensation • Strecker Synthesis • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Heck Reaction • The Reaction of Alkynyl Anions with Carbonyl Derivatives • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vicinal Anti Dihydroxylation of Alkenes • Wacker Oxidation • Wittig Reaction • Wolff-Kishner Reduction • Woodward Cis-Dihydroxylation
Historical Records

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[ 6102-15-4 ]

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Esters

Chemical Structure| 487-51-4

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Ethyl 2-methyl-4-oxocyclohex-2-enecarboxylate

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Ethyl 3-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylate

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Ethyl 6-ethyl-2-methyl-4-oxocyclohex-2-enecarboxylate

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Ethyl 2-hexyl-4-oxocyclohex-2-enecarboxylate

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Ketones

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; ;