8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- Product Name
- 8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- CAS No.
- 628731-58-8
- Chemical Name
- 8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE
- Synonyms
- 8-Fluoro-α-Tetralone;8-Fluoro-1-tetralone;8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE;8-Fluoro-3,4-dihydro-2H-naphthalen-1-one;1(2H)-Naphthalenone, 8-fluoro-3,4-dihydro-;1(2H)-Naphthalenone,8-fluoro-3,4-dihydro-(9CI)
- CBNumber
- CB9850772
- Molecular Formula
- C10H9FO
- Formula Weight
- 164.18
- MOL File
- 628731-58-8.mol
8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Property
- Boiling point:
- 267.8±29.0℃ (760 Torr)
- Density
- 1.198±0.06 g/cm3 (20 ºC 760 Torr)
- Flash point:
- 101.9±14.5℃
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- F402485
- Product name
- 8-Fluoro-3,4-dihydronaphthalen-1(2H)-one
- Packaging
- 5mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- HCH0037277
- Product name
- 8-FLUORO-1-TETRALONE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $909.56
- Updated
- 2021/12/16
- Product number
- AS8760
- Product name
- 8-Fluoro-3,4-dihydronaphthalen-1(2h)-one
- Purity
- 95+%
- Packaging
- 1g
- Price
- $1130
- Updated
- 2021/12/16
- Product number
- 6141CS
- Product name
- 8-Fluoro-1-tetralone
- Packaging
- 10g
- Price
- $4492
- Updated
- 2021/12/16
- Product number
- 628731588
- Product name
- 8-Fluoro-1-tetralone
- Packaging
- 1g
- Price
- $1308.3
- Updated
- 2021/12/16
8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Chemical Properties,Usage,Production
Synthesis
210346-49-9
628731-58-8
Step C: Preparation of 8-fluoro-3,4-dihydronaphthalen-1(2H)-one 8-Amino-3,4-dihydronaphthalen-1(2H)-one (9.1 g, 56.5 mmol) was dissolved in dichloromethane (415 mL) at 0 °C and boron trifluoride ether compound (12.0 g, 84.7 mmol) was added. After stirring the mixture for 10 minutes, a solution of tert-butyl nitrite (7.04 g, 68.3 mmol) in dichloromethane (50 mL) was added dropwise. The reaction was stirred vigorously at 0°C for 1 hour. The solution was then cooled in a dry ice bath, diluted with pentane (415 mL) and stirred for 10 minutes. Stirring was stopped and after the solid settled, the solvent was removed. This operation was repeated once and the resulting solid was vacuum dried. The dried solid was heated in heptane at 100 °C for 2 hours. After the reaction was cooled to room temperature, the product was dissolved in dichloromethane and washed sequentially with water and brine. The organic layers were combined, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by Biotage column chromatography (silica gel, hexane/ethyl acetate gradient) to afford 8-fluoro-3,4-dihydronaphthalen-1(2H)-one (4.92 g, 53% yield). LCMS m/z = 165.2 [M + 1]+. 1H NMR (400 MHz, CDCl3) δ 2.09-2.13 (m, 2H), 2.64-2.67 (m, 2H), 2.97 (t, J = 12.2 Hz, 2H), 6.95-6.99 (m, 1H), 7.04 (d, J = 7.6 Hz, 1H), 7.38-7.43 (m, 1H).
References
[1] Patent: WO2017/23679, 2017, A1. Location in patent: Page/Page column 99-100
[2] Journal of Organic Chemistry, 2003, vol. 68, # 26, p. 10195 - 10198
[3] Patent: WO2017/150904, 2017, A1. Location in patent: Paragraph 339-341
[4] Patent: WO2003/99795, 2003, A1. Location in patent: Page 74, 75
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 8, p. 2281 - 2284
8-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE Preparation Products And Raw materials
Raw materials
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