Identification | Back Directory | [Name]
3-Nitro-4-(trifluoromethoxyl)benzoic acid | [CAS]
784-77-0 | [Synonyms]
3-Nitro-4-(trifluoromethoxy)benzoic acid 3-Nitro-4-(trifluoromethoxyl)benzoic acid 3-Nitro-4-(trifluoromethoxy)benzoicacid99% Benzoic acid, 3-nitro-4-(trifluoromethoxy)- alpha,alpha,alpha-Trifluoro-3-nitro-p-anisic acid | [Molecular Formula]
C8H4F3NO5 | [MDL Number]
MFCD13185757 | [MOL File]
784-77-0.mol | [Molecular Weight]
251.116 |
Chemical Properties | Back Directory | [Boiling point ]
318.9±42.0 °C(Predicted) | [density ]
1.628 | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
tiny crystalline needles | [pka]
3.25±0.10(Predicted) | [color ]
Faint to pale lemon |
Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Synthesis]
Step 1: Synthesis of 3-nitro-4-(trifluoromethoxy)benzoic acid
4-(Trifluoromethoxy)benzoic acid (900 mg, 4.37 mmol) was dissolved in concentrated hydrochloric acid. Concentrated sulfuric acid (9 mL) was cooled at 0 °C and a concentrated sulfuric acid (4.5 mL) solution of potassium nitrate (486 mg, 4.80 mmol) was slowly added. The reaction temperature was maintained at 0°C with continuous stirring for 2 hours. After completion of the reaction, the mixture was poured into water (50 mL) and extracted with ethyl acetate (150 mL). The organic phase was washed sequentially with brine (2 x 100 mL), dried over anhydrous sodium sulfate, and concentrated to dryness under reduced pressure to afford the crude product 3-nitro-4-(trifluoromethoxy)benzoic acid (1.05 g, 4.18 mmol, 96% yield, MS/ESI+ m/z 252.1 [M+H]+). The crude product can be used directly in the next reaction without further purification. | [References]
[1] Patent: US2014/155391, 2014, A1. Location in patent: Paragraph 0651; 0652 [2] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 21, p. 5995 - 6006 [3] Patent: US6268387, 2001, B1 [4] Patent: WO2007/31791, 2007, A1. Location in patent: Page/Page column 137 [5] Patent: WO2008/59214, 2008, A1. Location in patent: Page/Page column 147-148 |
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