| Identification | Back Directory | [Name]
2-CHLORO-4-FLUORO-5-NITROBENZOIC ACID | [CAS]
114776-15-7 | [Synonyms]
2-chloro-4-fluoro-5-nitrobenzoate
2-Chloro-4-fluoro-5-nitrobenzoic ac
2-CHLORO-4-FLUORO-5-NITROBENZOIC ACID
5-Carboxy-4-chloro-2-fluoronitrobenzene
2-Chloro-4-fluoro-5-nitrobenzoicacid98%
Benzoic acid, 2-chloro-4-fluoro-5-nitro-
2-Chloro-4-fluoro-5-nitrobenzoic Acid >
2-Chloro-4-fluoro-5-nitrobenzoic acid 98% | [EINECS(EC#)]
630-233-9 | [Molecular Formula]
C7H3ClFNO4 | [MDL Number]
MFCD04115715 | [MOL File]
114776-15-7.mol | [Molecular Weight]
219.55 |
| Chemical Properties | Back Directory | [Melting point ]
146-150 | [Boiling point ]
364.2±42.0 °C(Predicted) | [density ]
1.689±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
Soluble in methanol. | [form ]
Powder | [pka]
2.32±0.12(Predicted) | [color ]
White | [InChI]
InChI=1S/C7H3ClFNO4/c8-4-2-5(9)6(10(13)14)1-3(4)7(11)12/h1-2H,(H,11,12) | [InChIKey]
SYZKAFCPWNFONG-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC([N+]([O-])=O)=C(F)C=C1Cl | [CAS DataBase Reference]
114776-15-7 |
| Hazard Information | Back Directory | [Uses]
2-Chloro-4-fluoro-5-nitrobenzoic acid is used as pharmaceutical intermediate. | [Synthesis]
The general procedure for the synthesis of 2-chloro-4-fluoro-5-nitrobenzoic acid from 2-chloro-4-fluorobenzoic acid was as follows: 50 g of concentrated sulfuric acid and 0.8 g of the catalyst prepared in Example 1 were added to a reaction flask, followed by the addition of 10 g of 2-chloro-4-fluorobenzoic acid in batches. The reaction mixture was stirred at 25°C for 1 hour. The reaction mixture was cooled to 0°C in an ice bath, and then 5 g of fuming nitric acid was added slowly and dropwise, controlling the reaction temperature between -5 and 8°C. The reaction was continued for 5 to 8 hours until the content of 2-chloro-4-fluorobenzoic acid was less than 0.5%. The reaction mixture was slowly poured into 80 g of crushed ice and the solid product was collected by filtration. The filter cake was washed with 30 g of ice water and subsequently air-dried at 65 °C to give 12.0 g of the white solid product 2-chloro-4-fluoro-5-nitrobenzoic acid in 97.1% yield and 97.2% purity. The isomer of formula (II) was 1.1% by weight. | [References]
[1] Patent: CN106866684, 2017, A. Location in patent: Paragraph 0131-0132; 0204-0205
[2] Patent: CN106905161, 2017, A. Location in patent: Paragraph 0014; 0015; 0016; 0017
[3] Farmaco, 2004, vol. 59, # 6, p. 463 - 471
[4] Synthesis, 1987, # 10, p. 883 - 887
[5] Patent: US2002/45550, 2002, A1 |
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