No renderable structure data available
COC(=O)C1=CC=CC=C1OC(F)(F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | methyl 2-(trifluoromethoxy)benzoate |
|---|---|
| IUPAC Name | — |
| CAS Number | 148437-99-4 |
| Database ID | 2775550 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
methyl 2-(trifluoromethoxy)benzoate (CAS 148437-99-4) 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 2775550
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-45721385f39a42babac39d533e42b4b3Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 min keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-e1b7077b4332476f988af8c0c544bb2dConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three-necked round bottom flask, equipped with a thermometer and a separatory funnel, HNO3 (5 mL fuming, 100%) was cooled in an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added to the cooled HNO3 within 0.5 hour while keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was added to ice water and an oil separated. The oily residue was added water (50 mL), neutralised with an aqueous solution of sodium hydrogen carbonate and then extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. was cooled in an ice bath the temperature below 15° C an oil separated The oily residue was added water (50 mL) extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-46f5835c70dc4103ae11c3a0124e4789Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 min keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. 1H NMR (DMSO-d6): δ 3.93 (3H, s), 7.82 (1H, d), 8.58 (1H, d), 8.67 (1H, s); HPLC-MS (method B): m/z: 266; Rt=6.0 min. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-75b96e56793a47e1a04f1ca10889121dConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three-necked round bottom flask, equipped with a thermometer and a separatory funnel, HNO3 (5 mL fuming, 100%) was cooled in an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added to the cooled HNO3 within 0.5 hour while keeping the temperature below 15° C. The reacti0n was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was added to ice water and an oil separated. The oily residue was added water (50 mL), neutralised with an aqueous solution of sodium hydrogen carbonate and then extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. was cooled in an ice bath the temperature below 15° C an oil separated The oily residue was added water (50 mL) extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-6959f3b76099402e9e47d708039186f5Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 min keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-e1b7077b4332476f988af8c0c544bb2dConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 min keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-e1b7077b4332476f988af8c0c544bb2dConditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three-necked round bottom flask, equipped with a thermometer and a separatory funnel, HNO3 (5 mL fuming, 100%) was cooled in an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added to the cooled HNO3 within 0.5 hour while keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was added to ice water and an oil separated. The oily residue was added water (50 mL), neutralised with an aqueous solution of sodium hydrogen carbonate and then extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. was cooled in an ice bath the temperature below 15° C an oil separated The oily residue was added water (50 mL) extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-46f5835c70dc4103ae11c3a0124e4789Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: In a three-necked round bottom flask, equipped with a thermometer and a separatory funnel, HNO3 (5 mL fuming, 100%) was cooled in an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added to the cooled HNO3 within 0.5 hour while keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was added to ice water and an oil separated. The oily residue was added water (50 mL), neutralised with an aqueous solution of sodium hydrogen carbonate and then extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. was cooled in an ice bath the temperature below 15° C an oil separated The oily residue was added water (50 mL) extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-46f5835c70dc4103ae11c3a0124e4789Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 minutes keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (MgSO4), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (MgSO4) concentrated in vacuo
Source ID: ord-8edbb7f83dc34b0288491f22097241d9Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 minutes keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (MgSO4), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (MgSO4) concentrated in vacuo
Source ID: ord-9cd57922c25e47d994ee3fb0de2ce8b1Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Fuming nitric acid (5 mL) was cooled on an ice bath. Methyl 2-(trifluoromethoxy)benzoate (5 g, 22.7 mmol) was slowly added within 30 min keeping the temperature below 15° C. The reaction was then stirred at 60° C. for 1 hour and 2 hours at room temperature. The mixture was poured on ice water whereupon an oil separated. The aqueous supernatant was decanted and additional water (50 mL) was added to the oil. After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL). The aqueous phase was extracted with ethyl acetate (15 mL) once more. The combined organic phases were washed with saturated sodium chloride (2×15 mL), dried (magnesium sulphate), and concentrated in vacuo to give 5.69 g of 5-nitro-2-trifluoromethoxybenzoic acid methyl ester. 1H NMR (DMSO-d6): δ 3.93 (3H, s), 7.82 (1H, d), 8.58 (1H, d), 8.67 (1H, s); HPLC-MS (method B): m/z: 266; Rt=6.0 min. the temperature below 15° C The mixture was poured on ice water whereupon an oil separated The aqueous supernatant was decanted additional water (50 mL) was added to the oil After neutralisation with sodium hydrogen carbonate, the mixture was extracted with ethyl acetate (25 mL) The aqueous phase was extracted with ethyl acetate (15 mL) once more The combined organic phases were washed with saturated sodium chloride (2×15 mL) dried (magnesium sulphate) concentrated in vacuo
Source ID: ord-75b96e56793a47e1a04f1ca10889121dPubChem References
These sources are listed in the compound's public database record.
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