No renderable structure data available
CC1(C(=O)CCC1=O)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2,2-dimethylcyclopentane-1,3-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 3883-58-7 |
| Database ID | 19763 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2,2-dimethylcyclopentane-1,3-dione (CAS 3883-58-7) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 19763
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c7c0a6d6cf7d40909bd75f262698c559Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-eb25866a96cd436dacda31acfa945222Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0157729c2aaa43dfaa160510a7ed2699Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The published procedure was followed. (Agosta, W. C.; Smith, A. B. J. Org. Chem. 1970, 35, 3856) A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in H2O (25 mL)/dioxane (75 mL) was heated at reflux. After 5 h, a solution of KOH (2 g) and MeI (2.4 mL) in H2O (5 mL)/dioxane (15 mL) was added and after another 3 h at reflux the solution was allowed to stir at room temperature overnight. In the morning, the reaction was continued by addition of a solution of KOH (2 g) and MeI (2.4 mL) in H2O (5 mL)/dioxane (15 mL) and heating at reflux. After 4 h, the mixture was allowed to cool to room temperature and was extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with HCl (50 mL 10%), and the resulting mixture was placed in a 120° C. oil bath until boiling was observed (ca. 15 min.). The mixture was then allowed to cool to room temperature, was neutralized by addition of NaHCO3 solution (150 mL, saturated) and the resulting mixture then extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. was heated at reflux at reflux the solution heating at reflux After 4 h to cool to room temperature was extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated was placed in a 120° C. (ca. 15 min.) to cool to room temperature was neutralized by addition of NaHCO3 solution (150 mL, saturated) the resulting mixture then extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-ac82d255f510421a93b1801e71b1d2aaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Synthesized according to Agosta and Smith, J. Org. Chem. 35: 3856 (1970) A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in water (25 mL)/dioxane (75 mL) was heated at reflux. After 5 hours, a solution of KOH (2 g) and MeI (2.4 mL) in water (5 mL)/dioxane (15 mL) was added and after another 3 hours at reflux, the solution was stirred at room temperature overnight. A solution of KOH (2 g) and MeI (2.4 mL) in water (5 mL)/dioxane (15 mL) was added to the overnight reaction and heating at reflux. After 4 hours, the mixture was cooled to room temperature and extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with 10% HCl (50 mL), and the resulting mixture placed in a 120° C. oil bath until it began boiling (ca. 15 minutes). The mixture was cooled to room temperature, neutralized by addition of saturated NaHCO3 solution (150 mL) and the resulting mixture extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. Synthesized was heated at reflux at reflux heating at reflux After 4 hours the mixture was cooled to room temperature extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated placed in a 120° C. (ca. 15 minutes) The mixture was cooled to room temperature neutralized by addition of saturated NaHCO3 solution (150 mL) the resulting mixture extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-ba3c6c58135c408d9a7c738f4e528254Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Synthesized according to Agosta and Smith, J. Org. Chem. 35: 3856 (1970) A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in water (25 mL)/dioxane (75 mL) was heated at reflux. After 5 hours, a solution of KOH (2 g) and MeI (2.4 mL) in water (5 mL)/dioxane (15 mL) was added and after another 3 hours at reflux, the solution was stirred at room temperature overnight. A solution of KOH (2 g) and MeI (2.4 mL) in water (5 mL)/dioxane (15 mL) was added to the overnight reaction and heating at reflux. After 4 hours, the mixture was cooled to room temperature and extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with 10% HCl (50 mL), and the resulting mixture placed in a 120° C. oil bath until it began boiling (ca. 15 minutes). The mixture was cooled to room temperature, neutralized by addition of saturated NaHCO3 solution (150 mL) and the resulting mixture extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. Synthesized was heated at reflux at reflux heating at reflux After 4 hours the mixture was cooled to room temperature extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated placed in a 120° C. (ca. 15 minutes) The mixture was cooled to room temperature neutralized by addition of saturated NaHCO3 solution (150 mL) the resulting mixture extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-acee6f91b94c4138baff59daecfbe74bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Synthesized according to Agosta and Smith, J. Org. Chem., 35: 3856 (1970). A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in water (25 mL)/dioxane (75 mL) was heated at reflux. After 5 hours, a solution of KOH (2 g) and Mel (2.4 mL) in water (5 mL)/dioxane (15 mL) was added and after another 3 hours at reflux, the solution was stirred at room temperature overnight. A solution of KOH (2 g) and Mel (2.4 mL) in water (5 mL)/dioxane (15 mL) was added to the overnight reaction and heating at reflux. After 4 hours, the mixture was cooled to room temperature and extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with 10% HCl (50 mL), and the resulting mixture placed in a 120° C. oil bath until it began boiling (ca. 15 minutes). The mixture was cooled to room temperature, neutralized by addition of saturated NaHCO3 solution (150 mL) and the resulting mixture extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. Synthesized was heated at reflux at reflux heating at reflux After 4 hours the mixture was cooled to room temperature extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated placed in a 120° C. (ca. 15 minutes) The mixture was cooled to room temperature neutralized by addition of saturated NaHCO3 solution (150 mL) the resulting mixture extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-51c34dc808074bc4a4bdf4da4f76cd12Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Synthesized according to Agosta and Smith, J. Org. Chem., 35: 3856 (1970). A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in water (25 mL)/dioxane (75 mL) was heated at reflux. After 5 hours, a solution of KOH (2 g) and MeI (2.4 mL) in water (5 mL)/dioxane (15 mL) was added and after another 3 hours at reflux, the solution was stirred at room temperature overnight. A solution of KOH (2 g) and MeI (2.4 mL) in water (5 mL)/dioxane (15 mL) was added to the overnight reaction and heating at reflux. After 4 hours, the mixture was cooled to room temperature and extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with 10% HCl (50 mL), and the resulting mixture placed in a 120° C. oil bath until it began boiling (ca. 15 minutes). The mixture was cooled to room temperature, neutralized by addition of saturated NaHCO3 solution (150 mL) and the resulting mixture extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. Synthesized was heated at reflux at reflux heating at reflux After 4 hours the mixture was cooled to room temperature extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated placed in a 120° C. (ca. 15 minutes) The mixture was cooled to room temperature neutralized by addition of saturated NaHCO3 solution (150 mL) the resulting mixture extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-093c570a32174974a56db476e33f4927Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-c7c0a6d6cf7d40909bd75f262698c559Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Synthesized according to Agosta and Smith, J. Org. Chem., 35: 3856 (1970). A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in water (25 mL)/dioxane (75 mL) was heated at reflux. After 5 hours, a solution of KOH (2 g) and Mel (2.4 mL) in water (5 mL)/dioxane (15 mL) was added and after another 3 hours at reflux, the solution was stirred at room temperature overnight. A solution of KOH (2 g) and Mel (2.4 mL) in water (5 mL)/dioxane (15 mL) was added to the overnight reaction and heating at reflux. After 4 hours, the mixture was cooled to room temperature and extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with 10% HCl (50 mL), and the resulting mixture placed in a 120° C. oil bath until it began boiling (ca. 15 minutes). The mixture was cooled to room temperature, neutralized by addition of saturated NaHCO3 solution (150 mL) and the resulting mixture extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. Synthesized was heated at reflux at reflux heating at reflux After 4 hours the mixture was cooled to room temperature extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated placed in a 120° C. (ca. 15 minutes) The mixture was cooled to room temperature neutralized by addition of saturated NaHCO3 solution (150 mL) the resulting mixture extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-363897a499404c04a4566a5317cdec22Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Synthesized according to Agosta and Smith, J. Org. Chem., 35: 3856 (1970). A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in water (25 mL)/dioxane (75 mL) was heated at reflux. After 5 hours, a solution of KOH (2 g) and Mel (2.4 mL) in water (5 mL)/dioxane (15 mL) was added and after another 3 hours at reflux, the solution was stirred at room temperature overnight. A solution of KOH (2 g) and Mel (2.4 mL) in water (5 mL)/dioxane (15 mL) was added to the overnight reaction and heating at reflux. After 4 hours, the mixture was cooled to room temperature and extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with 10% HCl (50 mL), and the resulting mixture placed in a 120° C. oil bath until it began boiling (ca. 15 minutes). The mixture was cooled to room temperature, neutralized by addition of saturated NaHCO3 solution (150 mL) and the resulting mixture extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. Synthesized was heated at reflux at reflux heating at reflux After 4 hours the mixture was cooled to room temperature extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated placed in a 120° C. (ca. 15 minutes) The mixture was cooled to room temperature neutralized by addition of saturated NaHCO3 solution (150 mL) the resulting mixture extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-363897a499404c04a4566a5317cdec22Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The published procedure was followed. (Agosta, W. C.; Smith, A. B. J. Org. Chem. 1970, 35, 3856) A mixture of 2-methyl-1,3-cyclopentanedione (10.025 g, 89.4 mmol, Aldrich), methyl iodide (6.0 mL, 96.4 mmol, Aldrich), and KOH (5.097 g, 90.8 mmol) in H2O (25 mL)/dioxane (75 mL) was heated at reflux. After 5 h, a solution of KOH (2 g) and MeI (2.4 mL) in H2O (5 mL)/dioxane (15 mL) was added and after another 3 h at reflux the solution was allowed to stir at room temperature overnight. In the morning, the reaction was continued by addition of a solution of KOH (2 g) and MeI (2.4 mL) in H2O (5 mL)/dioxane (15 mL) and heating at reflux. After 4 h, the mixture was allowed to cool to room temperature and was extracted with ether (1×100 mL, 3×75 mL). The combined ether extracts were evaporated, the residue combined with HCl (50 mL 10%), and the resulting mixture was placed in a 120° C. oil bath until boiling was observed (ca. 15 min.). The mixture was then allowed to cool to room temperature, was neutralized by addition of NaHCO3 solution (150 mL, saturated) and the resulting mixture then extracted with CH2Cl2 (4×75 mL). The combined CH2Cl2 solution was dried (MgSO4), filtered and evaporated to leave a brown oil (10.474 g, 83 mmol, 93%) which was used directly in the next step. was heated at reflux at reflux the solution heating at reflux After 4 h to cool to room temperature was extracted with ether (1×100 mL, 3×75 mL) The combined ether extracts were evaporated was placed in a 120° C. (ca. 15 min.) to cool to room temperature was neutralized by addition of NaHCO3 solution (150 mL, saturated) the resulting mixture then extracted with CH2Cl2 (4×75 mL) The combined CH2Cl2 solution was dried (MgSO4) filtered evaporated
Source ID: ord-ac82d255f510421a93b1801e71b1d2aaPubChem References
These sources are listed in the compound's public database record.
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