| Identification | More | [Name]
3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID | [CAS]
328-80-3 | [Synonyms]
3-CARBOXY-5-NITROBENZOTRIFLUORIDE
3-NITRO-5-(TRIFLUOROMETHYL)BENZOIC ACID
3-TRIFLUOROMETHYL-5-NITROBENZOIC ACID
A,A,A-TRIFLUORO-5-NITRO-M-TOLUIC ACID
BUTTPARK 25\01-30
LABOTEST-BB LT00454389
RARECHEM AL BO 1012
3-Nitro-5-(trifluoromethyl)benzoic acid 97%
3-Nitro-5-(trifluoromethyl)benzoicacid97%
5-(Trifluoromethyl)-3-nitrobenzoic acid | [EINECS(EC#)]
630-023-7 | [Molecular Formula]
C8H4F3NO4 | [MDL Number]
MFCD00024509 | [Molecular Weight]
235.12 | [MOL File]
328-80-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
128 °C | [Boiling point ]
309.9±42.0 °C(Predicted) | [density ]
1.596±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
3.05±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [BRN ]
2284651 | [CAS DataBase Reference]
328-80-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for synthesizing 3-nitro-5-(trifluoromethyl)benzoic acid from 3-trifluoromethylbenzoic acid is as follows:
1. 90% fuming nitric acid (210 mL) was slowly added to a solution of concentrated sulfuric acid (880 mL) of 3-trifluoromethylbenzoic acid (203.4 g) at 0 °C, and the addition process continued for 1 hour.
2. the reaction mixture was stirred at 35°C for 3 hours.
3. The reaction solution was slowly poured into ice (about 1 kg) to precipitate the product.
4. The precipitate was collected by filtration and washed with water (500 mL).
5. The precipitate was dissolved in ethyl acetate (500 mL) and the organic phase was washed with water.
6. After drying the organic phase, the solvent was evaporated under reduced pressure to give 3-nitro-5-(trifluoromethyl)benzoic acid (232.5 g, 92% yield) as a white powder.
1H-NMR (300MHz, CDCl3): δ 8.69 (1H, s), 8.74 (1H, s), 9.1 (1H, s). | [References]
[1] Patent: US2008/275085, 2008, A1. Location in patent: Page/Page column 45
[2] Journal of the American Chemical Society, 2017, vol. 139, # 43, p. 15308 - 15311
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 6, p. 2362 - 2380
[4] Angewandte Chemie - International Edition, 2017, vol. 56, # 8, p. 2059 - 2063
[5] Angew. Chem., 2017, vol. 129, # 8, p. 2091 - 2095,5 |
|
|