3-Amino-3-(3-fluorophenyl)propanoic acid Chemical Properties

Melting point:

210-212°C

Boiling point:

305.7±32.0 °C(Predicted)

Density 

1.289±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

3.61±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

117391-51-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2916399090

3-Amino-3-(3-fluorophenyl)propanoic acid Usage And Synthesis

Uses

3-Amino-3-(3-fluorophenyl)propanoic Acid is a useful research intermediate for organic synthesis.

Synthesis

To 5.00 g (40.3 mmol) of 3-fluorobenzaldehyde was added 20 mL of ethanol followed by 4.19 g (40.3 mmol) of malonic acid and 4.66 g (60.4 mmol) of ammonium acetate. The mixture was heated to 80 to 90°C with stirring and the reaction was refluxed for 7 hours. Upon completion of the reaction, the reaction mixture was cooled to 0 to 5°C and stirring was continued for 1 h. Subsequent filtration afforded 4.27 g of 3-amino-3-(3-fluorophenyl)propionic acid (racemic mixture) as a white powder (57.9% isolated yield based on 3-fluorobenzaldehyde). The physical properties of 3-amino-3-(3-fluorophenyl)propionic acid (racemic mixture) were as follows: 1H-NMR (δ (ppm), D2O): 2.83 (dd, 1H, J = 16.1, 6.8 Hz), 2.90 (dd, 1H, J = 16.1, 7.8 Hz), 4.67 (dd, 1H, J = 6.8, 7.8 Hz), 7.2-7.5 (m, 5H). 13C-NMR (δ (ppm), D2O): 43.4, 55.1, 116.9, 119.0, 125.7, 134.0, 141.5, 164.3, 179.9. MS (EI) m/z: 183 (M+). MS (CI, i-C4H10) m/z: 184 (MH+).

References

[1] Journal of Organic Chemistry, 2009, vol. 74, # 23, p. 9152 - 9157
[2] Advanced Synthesis and Catalysis, 2017, vol. 359, # 9, p. 1570 - 1576
[3] Patent: EP1621529, 2006, A1. Location in patent: Page/Page column 37-38
[4] Tetrahedron Asymmetry, 2008, vol. 19, # 17, p. 2072 - 2077
[5] Advanced Synthesis and Catalysis, 2010, vol. 352, # 2-3, p. 395 - 406

3-Amino-3-(3-fluorophenyl)propanoic acid(117391-51-2)Related Product Information

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