ChemicalBook--->CAS DataBase List--->456-06-4

456-06-4

456-06-4 Structure

456-06-4 Structure
IdentificationMore
[Name]

4-Fluorobenzhydrazide
[CAS]

456-06-4
[Synonyms]

4-FLUOROBENZENECARBOHYDRAZIDE
4-FLUOROBENZHYDRAZIDE
4-FLUOROBENZOHYDRAZIDE HYDRATE
4-FLUOROBENZOIC HYDRAZIDE
4-FLUOROBENZOIC HYDRAZIDE HYDRATE
4-FLUOROBENZOYLHYDRAZINE HYDRATE
AKOS B020279
AKOS BBS-00004506
ASISCHEM R36621
BUTTPARK 35\03-73
TIMTEC-BB SBB002375
(p-fluorobenzoyl)-hydrazin
4-fluoro-benzoicacihydrazide
p-fluorobenzoicacidhydrazide
p-fluoro-benzoicacihydrazide
4-FluoroBenzoylHyhrazine
4-fluorobenzohydrazide
YTO*
4-Fluorobenzhydrazide98%
4-fluoroenzoylhydrazide
[EINECS(EC#)]

207-258-5
[Molecular Formula]

C7H7FN2O
[MDL Number]

MFCD00060562
[Molecular Weight]

154.14
[MOL File]

456-06-4.mol
Chemical PropertiesBack Directory
[Melting point ]

162-166 °C (lit.)
[density ]

1.272±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

Soluble in methanol.
[form ]

Crystalline Powder
[pka]

12.17±0.10(Predicted)
[color ]

Orange to light brown
[InChI]

1S/C7H7FN2O/c8-6-3-1-5(2-4-6)7(11)10-9/h1-4H,9H2,(H,10,11)
[InChIKey]

UIVXXFYJRYVRKJ-UHFFFAOYSA-N
[SMILES]

NNC(=O)c1ccc(F)cc1
[CAS DataBase Reference]

456-06-4(CAS DataBase Reference)
Questions And AnswerBack Directory
[preparation]

The synthesized ester (12.5ml) was taken into a round  bottom flask (250ml), 50ml of absolute ethanol &  37.5ml of hydrazine hydrate was added in the flask.  The ester, ethanol & hydrazine hydrate for the synthesis of hydrazide must be in following ratio: Ester: Absolute ethanol: Hydrazine hydrate 1 : 4 : 3  Then round bottom flask was covered with aluminium  foil, placed on hot plate & allowed to stir it for almost  12-15 hrs. As the solid product appeared, reaction  completion was checked by performing TLC using n-hexane, ethyl acetate & TLC cards & observed under  UV lamp. After completion of reaction n-hexane was added.  Solution filtered as needle like crystals appeared.  Allowed it to dry & a shiny off white product was  obtained that was hydrazide & product was calculated  (79%).456-06-4 synthesis
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

DH1310000
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

29280000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrazine hydrate-->Methyl 4-fluorobenzoate-->Ethyl 4-fluorobenzoate
[Preparation Products]

1-Phenylsemicarbazide-->6-chloro-3-(4-fluorophenyl)[1,2,4]triazolo[4,3-b]pyridazine-->1,3,4-Oxadiazole,2-(4-fluorophenyl)-(9CI)
Hazard InformationBack Directory
[Chemical Properties]

White solid
[Uses]

Used in the stnthesis of fluorinated poly (1, 3, 4-oxadiazole-ether-imide). N-(3,5-dinitrobenzoyl)-N?-(4-fluorobenzoyl)-hydrazine with 4-Fluorobenzhydrazide as solvent in NMP.
[Synthesis]

Ethyl 4-fluorobenzoate

451-46-7

4-Fluorobenzhydrazide

456-06-4

General procedure for the synthesis of 4-fluorobenzohydrazide from ethyl 4-fluorobenzoate: To a stirred solution of ethyl 4-fluorobenzoate (4.5 g, 26.7 mmol) in ethanol (30 mL) was added hydrazine hydrate (6.67 g, 133.5 mmol) at room temperature. The reaction mixture was heated to 85 °C and refluxed for 10 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure. The resulting solid was washed with hexane (50 mL) and dried to give 4-fluorobenzhydrazide (4.2 g, quantitative yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 9.85 (s, 1H), 7.86 (dd, 2H), 7.25 (t, 3H), 4.46 (s, 1H), 3.47 (br s, 1H).

[References]

[1] Patent: WO2013/49559, 2013, A1. Location in patent: Page/Page column 92
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 6014 - 6024
[3] Patent: WO2011/52516, 2011, A1. Location in patent: Page/Page column 59
[4] Journal of Nanoscience and Nanotechnology, 2013, vol. 13, # 5, p. 3321 - 3330
[5] European Journal of Medicinal Chemistry, 2010, vol. 45, # 9, p. 3943 - 3949
Spectrum DetailBack Directory
[Spectrum Detail]

4-Fluorobenzhydrazide(456-06-4)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

456-06-4(sigmaaldrich)
[TCI AMERICA]

4-Fluorobenzohydrazide  Hydrate,>98.0%(GC)(456-06-4)
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