3,5-Difluoroanisole CAS 93343-10-3

Introduction:Basic information about 3,5-Difluoroanisole CAS 93343-10-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

3,5-Difluoroanisole Basic information

Product Name:3,5-Difluoroanisole
Synonyms:3,5-two fluorineether;1,3-Difluoro-5-methoxybenzene, 3,5-Difluorophenyl methyl ether;1,3-difluoro-5-Methoxybenzene;3-difluoroanisile;3,5-Difluoroanisole,97%;3,5-DIFLUOROANISOLE;3,5-DIFLUORO-1-METHOXYBENZENE;Benzene, 1,3-difluoro-5-methoxy-
CAS:93343-10-3
MF:C7H6F2O
MW:144.12
EINECS:
Product Categories:Aromatic Ethers;Anisole;Miscellaneous;Ethers;Organic Building Blocks;Oxygen Compounds;Other fluorin-contained compounds
Mol File:93343-10-3.mol

3,5-Difluoroanisole Chemical Properties

Boiling point 145-148°C
density 1.234 g/mL at 25 °C (lit.)
refractive index n20/D 1.466(lit.)
Fp 111 °F
storage temp. Sealed in dry,2-8°C
form Liquid
color Clear colorless
Specific Gravity1.234
BRN 4966844
CAS DataBase Reference93343-10-3(CAS DataBase Reference)

Safety Information

Hazard Codes Xi,F
Risk Statements 10-36/37/38
Safety Statements 16-26-36/37/39-7/9
RIDADR UN 1993 3/PG 3
WGK Germany 3
Hazard Note Flammable
HazardClass 3
PackingGroup III
HS Code 29093090

3,5-Difluoroanisole Usage And Synthesis

Chemical Propertiesclear colorless liquid
Uses3,5-Difluoroanisole is used in the preparation of indazole arylsulfonamides as allosteric CC-chemokine receptor 4 antagonists. Also used in the preparation of imidazo[1,5-a]pyrido[3,2-e]pyrazines and imidazo[1,5-a]quinoxalines as orally active phosphodiesterase 10A inhibitors.
General DescriptionThe structure and vibrations of 3,5-difluoroanisole in first electronically excited state were studied by mass-analyzed resonant two-photon ionization technique as well as the quantum chemical calculations.
Synthesis

2713-34-0

74-88-4

93343-10-3

To a stirred suspension of 3,5-difluorophenol (12.5 g, 96 mmol) and potassium carbonate (66.0 g, 480 mmol) in acetone (400 mL) was added methyl iodide (27 mL, 480 mmol) in a single addition. The reaction mixture was then heated to reflux at 60 °C for 18 hours. After cooling to room temperature, the excess solvent was evaporated under reduced pressure, 150 mL of water was added and extracted with ether (2 x 300 mL). The combined organic layers were washed sequentially with 0.1 M sodium hydroxide solution (100 mL) and water (100 mL), dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 3,5-difluoroanisole (12.0 g, 80% yield) as a colorless oil.1H-NMR (400 MHz, CDCl3) δppm: 3.81 (s, 3H), 6.43- 6.46 (m, 3H).

References[1] Tetrahedron Letters, 2004, vol. 45, # 1, p. 95 - 98
[2] Patent: WO2017/221092, 2017, A1. Location in patent: Paragraph 00138
[3] Patent: WO2017/221100, 2017, A1. Location in patent: Paragraph 00140
[4] Patent: US6149990, 2000, A

3,5-Difluoroanisole Preparation Products And Raw materials

Raw materials3,5-Difluorophenol-->Iodomethane-->Potassium carbonate-->Acetone
Preparation Products1H-INDAZOLE-3-(N-METHOXY-METHYL)CARBAMIDE
3,5-Difluoro-4-broMonitrobenzene CAS 886762-62-5
3,5-DIFLUOROBENZENESULFONAMIDE CAS 140480-89-3
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