4-Fluorobenzhydrazide Chemical Properties

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

CAS DataBase Reference

456-06-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

DH1310000

HazardClass 

IRRITANT

HS Code 

29280000

MSDS

• Language:English Provider:SigmaAldrich

4-Fluorobenzhydrazide Usage And Synthesis

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%).

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

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

4-Fluorobenzhydrazide(456-06-4)Related Product Information

• Tebufenozide
• DIPHENYLCARBAZONE
• Carbohydrazide
• 4-Fluorobenzamide
• Phthalhydrazide
• Formylhydrazine
• 1,5-Diphenylcarbazide
• 1,2-Diformylhydrazine
• Adipic dihydrazide
• Benzoyl hydrazine
• METHOXYFENOZIDE
• 2,6-Difluorobenzamide
• 4-(4-Fluorobenzoyl)butyric acid
• antioxidant 1024
• 2-Fluorobenzohydrazide
• 2,6-Difluorobenzoyl hydrazine
• 2-chloro-4-fluorobenzohydrazide
• 3,4-DIFLUOROBENZOIC ACID HYDRAZIDE