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Chemical Structure| 1670-46-8 Chemical Structure| 1670-46-8
Chemical Structure| 1670-46-8

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Product Details of 2-Acetylcyclopentanone

CAS No. :1670-46-8
Formula : C7H10O2
M.W : 126.15
SMILES Code : CC(=O)C1CCCC1=O
MDL No. :MFCD00001413
InChI Key :OSWDNIFICGLKEE-UHFFFAOYSA-N
Pubchem ID :98471

Safety of 2-Acetylcyclopentanone

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 2-Acetylcyclopentanone

* 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 [ 1670-46-8 ]

[ 1670-46-8 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 72179-84-1 ]
  • [ 1670-46-8 ]
  • 3,4-dimethyl-3,5,6,7-tetrahydrocyclopenta<c><1,2,6>thiadiazine 2,2-dioxide [ No CAS ]
  • 1,4-dimethyl-1,5,6,7-tetrahydrocyclopenta<c><1,2,6>thiadiazine 2,2-dioxide [ No CAS ]
  • 2
  • [ 1670-46-8 ]
  • [ 399-25-7 ]
  • 2-acetyl-2-((S)-1-(2-fluorophenyl)-2-nitroethyl)cyclopentan-1-one [ No CAS ]
  • C15H16FNO4 [ No CAS ]
  • 2-acetyl-2-((S)-1-(2-fluorophenyl)-2-nitroethyl)cyclopentan-1-one [ No CAS ]
  • [ 1272317-75-5 ]
YieldReaction ConditionsOperation in experiment
With C28H30N4O3; In toluene; at 4℃; for 72h; To a stirred solution of 6a (11.4 mg, 0.0765 mmol) and (S)-5m (3.60 mg, 0.00765 mmol) in toluene (76.5 μL) at 4 C was added 2-acetylcyclopentanone (18.2 μL, 0.153 mmol), and the resulting mixture was kept stirring at the same temperature. After 24 h, the reaction mixture was concentrated under reduced pressure. The obtained residue was purified by flash column chromatography (hexane/AcOEt = 5/1) to give 8a and 8a' (21.0 mg, 99% yield, dr = 6.5:1) as colorless oil.
  • 3
  • [ 603-76-9 ]
  • [ 1670-46-8 ]
  • [ 19012-02-3 ]
  • 4
  • [ 1670-46-8 ]
  • [ 1322091-22-4 ]
  • 2-acetyl-2-(6-fluoro-3-(p-tolyl)-1H-isochromen-1-yl)cyclopentenone [ No CAS ]
  • C23H21FO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With diphenyl hydrogen phosphate; silver carbonate; In hexane; at 40℃; for 16.0h; General procedure: A dry single-necked flask was charged with 2-alkynylaldehyde 1 (0.4 mmol, 1 equiv), ketone 2 (0.8 mmol, 2 equiv), and diphenylphosphate (10 mg, 0.04 mmol, 10 mol %) in hexane (2.4 mL), and silver carbonate (2.75 mg 0.01 mmol, 2.5 mol%) was added. The mixture was heated to 40 C and stirred until the 2-alkynylaldehyde was completely consumed (progress of the reaction was monitored by TLC). The hexane was evaporated and the mixture was diluted in EtOAc (50 mL) and washed three times with water. The organic layer was dried over anhydrous Na2SO4 and filtered. After evaporating the EtOAc, the crude product was dissolved in dichloromethane and purified by column chromatography (silica gel; pentane/EtOAc, 96:4) to give pure 1H-isochromenes 3 as yellow oils or as colorless solids. In the case of phenylacetone and 2-phenylcyclohexanone as ketone nucleophiles, the crude product was directly purified by flash chromatography on silica gel.
  • 5
  • [ 1670-46-8 ]
  • [ 108290-86-4 ]
  • ethyl 5-methyl-7,8-dihydro-6H-cyclopenta[e]pyrrolo[1,2-a]pyrimidine-3-carboxylate [ No CAS ]
  • ethyl 9-methyl-2,3-dihydro-1H-cyclopenta[d]pyrrolo[1,2-a]pyrimidine-5-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
17%; 13% With acetic acid; at 110℃; for 1h; A solution of 2-acetylcyclopentanone (1.5 g, 9.7 mmol) and ethyl 2-ammno-1H- pyrrole-3-carboxylate (1.2 g, 9.5 mmol) in acetic acid (10 mL) was stirred at 110 C for 1 hour. The solution was concentrated in vacuo, and the resulting residue was purified by silica gelcolumn to afford ethyl 5-methyl-7,8-dihydro-6H-cyclopenta[ejpyrrolo[ 1,2-al pyrimidine-3 - carboxylate (500 mg, 17%) and ethyl 9-methyl-2,3 -dihydro- 1H-cyclopenta[dj pyrrolo[ 1,2- ajpyrimidine-5-carboxylate (370 mg, 13%) as yellow solids. Ethyl 5-methyl-7,8-dihydro-6H-cyclopenta[ejpyrrolo [1 ,2-ajpyrimidine-3-carboxylate: ?H NMR (400 MHz, DMSO-d6): oe 7.22 (d, J 4.0 Hz, 1H), 7.18 (d, J 4.0 Hz, 1H), 4.23 (q, J= 9.0 Hz, 2H), 3.14 (t, J= 10.0 Hz, 2H), 2.90 (t, J= 9.5 Hz, 2H), 2.44 (s, 3H), 2.18 (m, 2H), 1.30 (t, J= 9.0 Hz, 3H). LC-MS m/z: 245.0 [M+Hf?. LC-MS Purity (254 nm): 98%; tR = 1.63 mm. Ethyl 9-methyl-2,3-dihydro-1H- cyclopenta[dlpyrrolo[1,2-ajpyrimidine-5-carboxylate: ?H NMR (400 MHz, DMSO-d6): oe 7.30(d, J 4.5 Hz, 1H), 7.20 (d, J 4.5 Hz, 1H), 4.23 (q, J= 9.0 Hz, 2H), 2.95-2. 89 (m, 4H), 2.53 (s, 3H), 2. 12-2.08 (m, 2H), 1.28 (t, J= 9.0 Hz, 3H). LC-MS mlz: 245.0 [M+Hf?. LC-MS Purity (254 nm): 97%; tR = 1.61 mm.
 

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