3,5-Difluorobenzylamine Chemical Properties

Melting point:

261-262 °C(Solv: N,N-dimethylformamide (68-12-2))

Boiling point:

184 °C (lit.)

Density 

1.21 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.491(lit.)

Flash point:

165 °F

storage temp. 

2-8°C(protect from light)

form 

clear liquid

pka

8.54±0.10(Predicted)

color 

Colorless to Almost colorless

Specific Gravity

1.21

Sensitive 

Air Sensitive

BRN 

3538436

InChIKey

VJNGGOMRUHYAMC-UHFFFAOYSA-N

CAS DataBase Reference

90390-27-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Risk Statements 

34

Safety Statements 

26-27-36/37/39-45

RIDADR 

UN 2735 8/PG 2

WGK Germany 

3

Hazard Note 

Corrosive

HazardClass 

8

PackingGroup 

III

HS Code 

29214990

MSDS

• Language:English Provider:3,5-Difluorobenzylamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3,5-Difluorobenzylamine Usage And Synthesis

Chemical Properties

Clear yellow liquid

Uses

3,5-Difluorobenzylamine (DFBA) has been used as a derivatization reagent in the following studies:

• Determination of epichlorohydrin (ECH) in water by GC/MS analysis in selected ion monitoring (SIM) mode.
• Analysis of the epoxides 1,2-epoxybutane, epichlorohydrin, and epifluorohydrin in water by GC/MS analysis.
• Estimation of ECH in water by on-line solid-phase extraction (SPE) coupled to liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS) using a triple quadrupole mass spectrometer.

Synthesis

General procedure for the synthesis of 3,5-difluorobenzylamine from 3,5-difluorobenzonitrile: 3,5-difluorobenzonitrile (4 g, 28.8 mmol) was added to a nickel Nguyen Nai slurry pre-washed with methanol, which had been treated with ammonia (100 ml) saturated methanol solution. The reaction mixture was shaken under 50 psi hydrogen pressure for 1.5 hours. Upon completion of the reaction, the reaction mixture was filtered and the filtrate evaporated. The residue was dissolved in ethyl acetate and subsequently extracted with 3N hydrochloric acid solution. The acidic aqueous phase was alkalized with 50% sodium hydroxide solution and extracted again with ethyl acetate. The organic phases were combined and concentrated by drying with anhydrous sodium sulfate to give 3.0 g (74% yield) of 3,5-difluorobenzylamine, the product was a yellow oil, which needed to be stored under nitrogen protection.

References

[1] Organic Letters, 1999, vol. 1, # 2, p. 183 - 185
[2] Patent: US4835154, 1989, A
[3] Patent: EP323737, 1989, A1
[4] Journal of Medicinal Chemistry, 1990, vol. 33, # 2, p. 781 - 789
[5] Patent: US4707488, 1987, A

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• ZINC 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-HEXADECAFLUORO-29H,31H-PHTHALOCYANINE