Identification | More | [Name]
9-Fluorenone-2-carboxylic acid | [CAS]
784-50-9 | [Synonyms]
9-FLUORENONE-2-CARBOXYLIC ACID 9-OXO-2-FLUORENECARBOXYLIC ACID 9-OXO-9H-FLUORENE-2-CARBOXYLIC ACID LABOTEST-BB LT00153934 9H-Fluorene-2-carboxylic acid, 9-oxo- Fluorenone-2-carboxylic acid Fluorenone-2-carboxylicacid 9-oxofluoren-2-carboxylic acid 9-Oxofluorene-2-carboxylic acid 9-Fluorenone-2-CarboxylicAcid99% 9-Fluorenone-2-Carboxylic Acid 99% 9-Oxo-2-fluorenecarboxyic Acid 9-FLUOROENONE-2-CARBOXYLIC ACID | [EINECS(EC#)]
212-317-3 | [Molecular Formula]
C14H8O3 | [MDL Number]
MFCD00001156 | [Molecular Weight]
224.21 | [MOL File]
784-50-9.mol |
Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29183000 |
Hazard Information | Back Directory | [Chemical Properties]
yellow fine powder | [Uses]
9-Fluorenone-2-carboxylic Acid (cas# 784-50-9) is a compound useful in organic synthesis. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 70, p. 3958, 1948 DOI: 10.1021/ja01191a530 Organic Syntheses, Coll. Vol. 3, p. 420, 1955 | [Synthesis]
General procedure for the synthesis of 9-fluorenone-2-carboxylic acid from the compound (CAS: 3096-44-4): potassium hydroxide (1.6 g, 29.4 mmol) was added to a mixture of methanol (7 mL) and water (7 mL) containing compound 12 (200 mg, 0.98 mmol), and the reaction mixture was stirred for 6 hours at 110 °C. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure. The pH was adjusted to 3 with 1 N hydrochloric acid and the mixture was extracted with ethyl acetate (30 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate, filtered and concentrated to afford the target product 9-fluorenone-2-carboxylic acid (200 mg, 91% yield) as a yellow solid.1H NMR (400 MHz, DMSO-d6) δ 13.30 (s, 1H), 8.19 (d, J = 7.6 Hz, 1H), 8.03 (s, 1H), 7.97-9.89 ( m, 2H), 7.72-7.64 (m, 2H), 7.50-7.44 (m, 1H). | [References]
[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 22, p. 5861 - 5872 [2] Patent: CN104557862, 2017, B. Location in patent: Paragraph 0102-0104; 0109-0110 |
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