| Identification | More | [Name]
3-Amino-3-(4-methylphenyl)propionic acid | [CAS]
68208-18-4 | [Synonyms]
3-AMINO-3-(4-METHYLPHENYL)PROPANOIC ACID
3-AMINO-3-(4-METHYLPHENYL)PROPIONIC ACID
3-AMINO-3-(P-TOLYL)PROPIONIC ACID
DL-3-AMINO-3-(4-METHYL-PHENYL)-PROPIONIC ACID
DL-BETA-(P-METHYLPHENYL)ALANINE
RARECHEM AK HC T309
3-AMINO-3-(4-METHYLPHENYL)PROPIONIC ACI&
DL--(p-Methylphenyl)alanine
3-(P-METHYLPHENYL)-DL-BETA-ALANINE
DL-3-Amino-3-p-tolyl-propionic acid
3-AMINO-3-(4-TOLYL)PROPIONIC ACID
3-AMINO-3-(P-TOLYL)PROPIONIC ACID 98% | [Molecular Formula]
C10H13NO2 | [MDL Number]
MFCD01863249 | [Molecular Weight]
179.22 | [MOL File]
68208-18-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white granular or crystalline powder | [Melting point ]
219 °C (dec.)(lit.) | [Boiling point ]
311.75°C (rough estimate) | [density ]
1.1248 (rough estimate) | [refractive index ]
1.4989 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
3.71±0.10(Predicted) | [CAS DataBase Reference]
68208-18-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white granular or crystalline powder | [Synthesis]
To a 250 mL round bottom flask was added 50.0 g (0.42 mol) of p-toluylaldehyde, 47.6 g (0.46 mol) of malonic acid and 64.2 g (0.83 mol) of ammonium acetate dissolved in ethanol. The reaction mixture was heated to 80-90°C under stirring and refluxed for 7.5 hours. Upon completion of the reaction, the mixture was cooled to 0-5°C and stirred for 30 min, followed by filtration to afford 51.4 g of 3-amino-3-(p-tolyl)propionic acid (racemic mixture) as a white powder (68.9% isolated yield based on p-toluylaldehyde).
The physical properties of 3-amino-3-(p-tolyl)propionic acid (racemic mixture) are as follows:
1H-NMR (δ, ppm, D2O + DCl): 2.30 (s, 3H), 3.04 (dd, 1H, J = 17.1, 6.8 Hz), 3.20 (dd, 1H, J = 17.1, 7.3 Hz), 4.74 (dd, 1H, J = 7.3, 6.8 Hz), 7.29 (d, 2H, J = 8.3 Hz), 7.36 (d, 2H, J = 8.3 Hz).
13C-NMR (δ, ppm, D2O + DCl): 23.4, 40.7, 54.4, 130.0, 133.0, 135.0, 143.1, 176.3.
MS (EI) m/z: 179 (M+).
MS (CI, i-C4H10) m/z: 180 (MH+).
Elemental analysis: Calculated C, 67.02%; H, 7.31%; N, 7.82%. Measured values C, 67.05%; H, 7.40%; N, 7.66%. | [References]
[1] Patent: EP1621529, 2006, A1. Location in patent: Page/Page column 27-28
[2] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 252 - 268
[3] Advanced Synthesis and Catalysis, 2010, vol. 352, # 2-3, p. 395 - 406
[4] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 11, p. 1207 - 1212
[5] Bulletin de la Societe Chimique de France, 1987, # 6, p. 1079 - 1083 |
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