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ChemicalBook--->CAS DataBase List--->34547-28-9

34547-28-9

34547-28-9 Structure

34547-28-9 Structure
IdentificationBack Directory
[Name]

4-FLUOROPHENYL ACETIC HYDRAZIDE
[CAS]

34547-28-9
[Synonyms]

P-FLUOROPHENYLACETYL HYDRAZINE
4-FLUOROPHENYLACETYL HYDRAZINE
4-FLUOROPHENYL ACETIC HYDRAZIDE
4-flourophenyl acetic hydrazide
Of acetyl hydrazine fluorophenyl
4-Fluorophenylacetic acid hydrazide
Benzeneacetic acid, 4-fluoro-, hydrazide
[Molecular Formula]

C8H9FN2O
[MDL Number]

MFCD06655053
[MOL File]

34547-28-9.mol
[Molecular Weight]

168.17
Chemical PropertiesBack Directory
[Boiling point ]

370.6±25.0 °C(Predicted)
[density ]

1.235±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
[pka]

13.06±0.18(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P280-P305+P351+P338-P310
[Hazard Codes ]

Xn
[Risk Statements ]

22
[HS Code ]

2916199590
Hazard InformationBack Directory
[Uses]

4-Fluorophenylacetic hydrazide
[Synthesis]

4-Fluorophenylacetyl chloride

459-04-1

4-FLUOROPHENYL ACETIC HYDRAZIDE

34547-28-9

The general procedure for the synthesis of 2-(4-fluorophenyl)acetylhydrazine from 4-fluorophenylacetyl chloride was as follows: a solution of hydrazine (4.5 M, 144 mmol) in dichloromethane (50 mL) was added slowly and dropwise to a solution of (4-fluorophenyl)acetyl chloride (1.0 g, 5.8 mmol) in dichloromethane at 0 °C. The reaction mixture was stirred at 0 °C for 40 min. Subsequently, the reaction was terminated by addition of water. The organic and aqueous layers were separated and the aqueous layer was extracted with dichloromethane. All organic phases were combined and dried over anhydrous sodium sulfate. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure and purified by fast column chromatography (elution gradient: 5% methanol-dichloromethane) to afford 2-(4-fluorophenyl)acetohydrazide (673 mg, 69% yield) as a white solid. The product was characterized by 1H NMR (DMSO-D6): δ 9.18 (broad peak, 1H), 7.26 (dd, J = 8.4, 5.7 Hz, 2H), 7.09 (t, J = 8.4 Hz, 2H), 4.21 (broad peak, 2H), 3.31 (s, 2H); mass spectrum (MS) showed m/z 169 ([M + H]+).

[References]

[1] Medicinal Chemistry, 2014, vol. 10, # 8, p. 810 - 823
[2] Patent: WO2004/101512, 2004, A2. Location in patent: Page 55
[3] Patent: WO2007/50510, 2007, A2. Location in patent: Page/Page column 38
[4] Patent: WO2011/46873, 2011, A1. Location in patent: Page/Page column 29
[5] Patent: WO2011/120153, 2011, A1
Spectrum DetailBack Directory
[Spectrum Detail]

4-FLUOROPHENYL ACETIC HYDRAZIDE(34547-28-9)1HNMR
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