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6-Fluoro-1-tetralone

6-Fluoro-1-tetralone structure

6-Fluoro-1-tetralone 

structure
  • CAS No:

    703-67-3

  • Formula:

    C10H9FO

  • Chemical Name:

    6-Fluoro-1-tetralone

  • Synonyms:

    6-fluoro-3;6-FLUORTETRAL-1-ONE;5-FLUORO-L-INDOMONE;6-Fluoro-α-Tetralone;6-Fluoro-1-tetralone;6-fluoro-3,4-dihydronaphthalen-1(2H)-one;6-Fluoro-3,4-dihydro-2H-naphthalen-1-one

  • Categories:

    Chemical Reagents  >  Organic Reagents

6-Fluoro-1-tetralone Basic Attributes

164.179

164.063736

DTXSID50565336

2914700090

Characteristics

17.1

2.1

1.2±0.1 g/cm3

269.5°C at 760 mmHg

102.3±14.5 °C

1.543

Safety Information

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

6-Fluoro-1-tetralone Use and Manufacturing

6-Fluoro-3, 4-dihydro-2H-naphthalen-1-one Heat a mixture of 4- (3-fluoro-phenyl)-butyric acid (1.92 g, 10.5 mmol) and polyphosphoric acid (2 g) at 110°C under nitrogen for two hours. After cooling to room temperature, quench with water, dilute with ether, wash with saturated aqueous sodium bicarbonate (2x), dry over anhydrous sodium sulfate, and concentrate to obtain the title compound (1.51 g, 87percent). NMR (400 MHz, CDCl3) : 8 2.16 (m, 2H), 2. 64 (t, 2H), 2.97 (t, 2H), 6.92 (dd, 1H), 6.99 (dt, 1H), 8. 04 (dd, 1H).Step 36-Fluoro-3, 4-dihydro-2H-naphthalen-l-one A solution of methanesulfonic acid (75 mL) and PStep 36-Fluoro-3, 4-dihvdro-2H-naphthalen- 1 -oneA solution of methanesulfonic acid (75 mL) and P2O5 was stirred at 85 ° C for 15 minutes, at which point most of the P2O5 had dissolved. An additional 15 mL of methanesulfonic acid was added dropwise, and the mixture was stirred at 85 ° C for 2 hours. The reaction mixture was poiured into 500 mL of water and extracted twice with 400 mL of EtOAc. The combined organic layers were washed with saturated NaHCψ3, water, and saturated brine, and then dried over MgSO4. The solvent was removed under reduced pressure to give an oil that was eluted through silica gel using hexanes/EtOAc (9:1). Removal of Step A: 7-fluoro-2, 3, 4, 5-tetrahydro-1H-1-benzazepin-2-one Sodium azide 1.1 g (16.92 mmol) was added to a mixture of 6.0 mL of chloroform and 1.1 mL of water at 0° C. Concentrated sulfuric acid (0.44 mL) was added dropwise and the mixture stirred at 0° C. for two hours then filtered. The chloroform layer containing hydrazoic acid was added to a solution of 1.3 g (7.92 mmol) of

Computed Properties

Molecular Weight:164.18
XLogP3:2.1
Hydrogen Bond Acceptor Count:2
Exact Mass:164.063743068
Monoisotopic Mass:164.063743068
Topological Polar Surface Area:17.1
Heavy Atom Count:12
Complexity:190
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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