| Identification | More | [Name]
4,4'-Difluorobenzhydrol | [CAS]
365-24-2 | [Synonyms]
4,4'-DIFLUOROBENZHYDROL
4,4-DIFLUOROBENZHYDROL
4,4'-DIFLUOROBENZYLMETHANOL
BIS-(4-FLUOROPHENYL)-CARBINOL
BIS-(4-FLUOROPHENYL)-METHANOL
LABOTEST-BB LT00233218
Benzenemethanol, 4-fluoro-alpha-(4-fluorophenyl)-
4,4'-difluorobenzhydryl alcohol
4,4-Difluorophenylmethanol Bis-(4-fluorophenyl)-methanol
4,4'-Difluorobenzhydrol, 98+%
4-chloropyridine-3-sulfonylchloride
4,4'-Difluorobenzhydrol 98%
4,4''-DIFLUOROPHENYLMETHANOL
4-CHLORO-3-PYRIDINESULFENYL CHLORIDE
4’4-Difluorobenzhydrd
4,4'-difluorodibenzohydrol
4,4''-DIFLUROBENZYLMETHANOL
2,4-pyridinediolC5H5NO2
4,4''-DIFLUOROBENZHYDROLFLUNARIZINE
4,4μ-Difluorobenzhydrol, Bis(4-fluorophenyl) carbinol | [EINECS(EC#)]
206-671-8 | [Molecular Formula]
C13H10F2O | [MDL Number]
MFCD00000357 | [Molecular Weight]
220.21 | [MOL File]
365-24-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to yellowish crystalline flakes or powder | [Melting point ]
43-45 °C(lit.) | [Boiling point ]
143 °C3 mm Hg(lit.) | [density ]
1.2031 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
13.41±0.20(Predicted) | [color ]
White to Light yellow | [BRN ]
2332258 | [InChI]
InChI=1S/C13H10F2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8,13,16H | [InChIKey]
WCTZPQWLFWZYJE-UHFFFAOYSA-N | [SMILES]
C(O)(C1C=CC(F)=CC=1)C1C=CC(F)=CC=1 | [CAS DataBase Reference]
365-24-2(CAS DataBase Reference) | [NIST Chemistry Reference]
|
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29062900 |
| Hazard Information | Back Directory | [Chemical Properties]
white to yellowish crystalline flakes or powder | [Uses]
4-Chloropyridine-3-sulfonyl Chloride can be used for antiinflammatory properties. | [General Description]
Bis(4-fluorophenyl)methanol is one of the degardation product of flunarizine hydrochloride (FLZ). | [Synthesis]
GENERAL METHODS: NaBH4 (0.6 mol) was added batchwise to a stirred solution of 4,4'-difluorobenzophenone (1.0 mol) in methanol (2 volumes) at room temperature for 45 min. The reaction mixture was stirred at ambient temperature for 2-3 h (progress of the reaction was monitored by TLC), and upon completion of the reaction, the reaction was diluted with water (750 mL), the pH was adjusted to 4 with acetic acid, and the reaction was subsequently extracted with dichloromethane (2 x 400 mL). The organic layer was washed with water (200 mL), dried with anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give pure 4,4'-difluorodiphenylmethanol as a white to off-white solid in 93-97% yield.
To a stirred solution of 4,4'-difluorodiphenylmethanol (1.0 mol) in toluene (370 mL) at room temperature was added concentrated hydrochloric acid (35% aqueous, 370 mL) and tetrabutylammonium bromide (0.01 mol). The mixture was continued to be stirred at 40-45 °C for 6-7 h. After TLC showed that the reaction was complete, the mixture was cooled to room temperature. The organic layer was separated and concentrated under vacuum to give crude 4,4'-difluorodiphenylmethyl chloride as a light brown liquid in 95-97% yield.
Anhydrous piperazine (5.0 mol) was slowly added to a solution of 4,4'-difluorodiphenylmethyl chloride (0.96 mol) in toluene (380 mL) at 60-70 °C for 45-60 minutes. The resulting mixture was heated at 90-100°C for 8-10 hours with stirring. After completion of the reaction the mixture was cooled and water (380 mL) was added to separate the organic layer. The organic layer was washed with a 1:1 mixture of concentrated hydrochloric acid and water (2 x 350 mL) and subsequently neutralized with 20% NaOH solution (750 mL). The aqueous layer was again extracted with toluene (2×300 mL), and the organic layers were combined, dried with anhydrous sodium sulfate, and concentrated in vacuum to afford the pure 4,4'-difluorodiphenylmethylpiperazine derivative as a white to off-white solid in 88% yield. | [References]
[1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 28, p. 5094 - 5096
[2] Synthesis, 2010, # 12, p. 1989 - 1991
[3] Synthetic Communications, 2014, vol. 44, # 5, p. 600 - 609
[4] Organic Letters, 2000, vol. 2, # 5, p. 659 - 661
[5] Patent: , 2016, . Location in patent: Paragraph 0016; 0018; 0019; 0020; 0021; 0022 |
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