(2-FLUORO-BENZYL)-HYDRAZINE Chemical Properties

Boiling point:

265.8±23.0 °C(Predicted)

Density 

1.144±0.06 g/cm3(Predicted)

storage temp. 

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

pka

6.74±0.10(Predicted)

form 

liquid

color 

Clear, colourless

InChI

InChI=1S/C7H9FN2/c8-7-4-2-1-3-6(7)5-10-9/h1-4,10H,5,9H2

InChIKey

OOMBRKGIWITBLL-UHFFFAOYSA-N

SMILES

N(CC1=CC=CC=C1F)N

Safety Information

HS Code 

2928009090

(2-FLUORO-BENZYL)-HYDRAZINE Usage And Synthesis

Uses

2-Fluorobenzylhydrazine has been used as a reactant for the synthesis of acylamino substituted benzylbenzohydrazide derivatives.

Synthesis

The general procedure for the synthesis of 2-fluorobenzyl hydrazine from 2-fluorobenzyl bromide was as follows: 190 g (1.0 mol) of 2-fluorobenzyl bromide was slowly added to a 2 L ethanol solution containing 250 g (5.0 mol) of hydrazine hydrate and 137 g (1.0 mol) of potassium carbonate under stirring conditions. The reaction mixture was stirred continuously at room temperature for 48 hours. After completion of the reaction, the reaction mixture was concentrated by distillation under reduced pressure. The residue was extracted with ether to separate the organic phase. The organic phase was dried over anhydrous sodium sulfate and concentrated again under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography to give 109 g (76% yield) of 2-fluorobenzylhydrazine.

References

[1] Journal of Medicinal Chemistry, 1995, vol. 38, # 19, p. 3884 - 3888
[2] Patent: WO2005/97784, 2005, A1. Location in patent: Page/Page column 70-71
[3] Patent: US2012/196861, 2012, A1
[4] Patent: US2012/196862, 2012, A1
[5] Patent: US2014/357637, 2014, A1. Location in patent: Paragraph 1226

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