| Identification | More | [Name]
3-Amino-3-(4-fluorophenyl)propanoic acid | [CAS]
325-89-3 | [Synonyms]
3-(4-FLUOROPHENYL)-BETA-ALANINE
3-AMINO-3-(4-FLUOROPHENYL)PROPANOIC ACID
3-AMINO-3-(4-FLUOROPHENYL)PROPIONIC ACID
DL-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID
DL-BETA-(P-FLUOROPHENYL)ALANINE
RARECHEM AK HC T330
TIMTEC-BB SBB003727
3-AMINO-(4-FLUOROPHENYL)PROPIONIC ACID,&
3-(p-fluorophenyl)-DL-beta-alanine | [EINECS(EC#)]
671-537-1 | [Molecular Formula]
C9H10FNO2 | [MDL Number]
MFCD00181811 | [Molecular Weight]
183.18 | [MOL File]
325-89-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
224-228 °C (dec.) (lit.) | [Boiling point ]
308.8±32.0 °C(Predicted) | [density ]
1.289±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
3.66±0.10(Predicted) | [color ]
White to Almost white | [Optical Rotation]
0.20°(C=0.55g/100mL, HCL, 20°C, 589nm) | [BRN ]
3258498 | [InChI]
1S/C9H10FNO2/c10-7-3-1-6(2-4-7)8(11)5-9(12)13/h1-4,8H,5,11H2,(H,12,13) | [InChIKey]
CPGFMWPQXUXQRX-UHFFFAOYSA-N | [SMILES]
NC(CC(O)=O)c1ccc(F)cc1 | [CAS DataBase Reference]
325-89-3(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
3-Amino-3-(4-fluorophenyl)propionic acid is a carboxylic acid derivative that can be used as a pharmaceutical intermediate for pharmaceutical synthesis and experimental research. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29225090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
White powder | [Synthesis]
To a 150 mL round bottom flask was added 30.5 g (0.25 mol) of 4-fluorobenzaldehyde, 25.6 g (0.25 mol) of malonic acid and 28.4 g (0.37 mol) of ammonium acetate dissolved in ethanol. The reaction mixture was heated to 75-80°C and the reaction was stirred under reflux conditions for 8 hours. After completion of the reaction, the mixture was cooled to room temperature and stirring was continued for 1 hour. Subsequently, the precipitate was collected by filtration and dried under reduced pressure at 45°C to give 28.3 g of 3-amino-3-(4-fluorophenyl)propionic acid (racemic mixture) in 62.8% yield (calculated based on 4-fluorobenzaldehyde), the product was a white powder.
The physical properties of 3-amino-3-(4-fluorophenyl)propionic acid (racemic mixture) were as follows:
1H-NMR (δ, ppm, D2O): 2.49 (dd, 1H, J = 17.1, 6.8 Hz), 2.62 (dd, 1H, J = 17.1, 7.8 Hz), 4.20 (dd, 1H, J = 7.8, 6.8 Hz), 6.58-6.62 (m, 2H), 6.88-6.91 (m, 1H)
13C-NMR (δ, ppm, D2O): 37.1, 50.5, 115.5, 115.8, 128.9, 130.4, 172.6
MS (EI) m/z: 183 (M+)
MS (CI, i-C4H10) m/z: 184 (MH+) | [References]
[1] Chemical Communications, 2011, vol. 47, # 20, p. 5894 - 5896
[2] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 260 - 264
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 12, p. 1938 - 1950
[4] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 252 - 268
[5] European Journal of Medicinal Chemistry, 1992, vol. 27, # 9, p. 961 - 965 |
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