| Identification | More | [Name]
D(+)-Phenylalaninol | [CAS]
5267-64-1 | [Synonyms]
BENZENEPROPANOL, B-AMINO-, (BR)-
D(+)-2-AMINO-3-PHENYL-1-PROPANOL
D-2-PHENYLALANINOL
D-ALPHA-PHENYLALANINOL
(+)-D-PHENYLALANINOL
D(+)-PHENYLALANINOL
D-PHENYLALANINOL
D-(R)-PHENYLALANINOL
H-D-PHENYLALANINOL
H-D-PHE-OL
PHENYLALANINOL-D
(R)-(+)-2-AMINO-3-PHENYL-1-PROPANOL
(R)-2-AMINO-3-PHENYL-1-PROPANOL
(R)-2-AMINO-3-PHENYL-PROPAN-1-OL
(R)-(+)-PHENYLALANINOL
(R)-PHENYLALANINOL
(R)-2-amino-3-phenylpropanol
D-(+)-Phenylalinol
S/R-Phenylalaninol
(2R)-2-amino-3-phenylpropan-1-ol | [EINECS(EC#)]
226-086-1 | [Molecular Formula]
C9H13NO | [MDL Number]
MFCD00064298 | [Molecular Weight]
151.21 | [MOL File]
5267-64-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [Melting point ]
93-95 °C(lit.)
| [alpha ]
23 º (c=1.2, 1 N HCl 22 ºC) | [Boiling point ]
122 °C / 4mmHg | [density ]
1.0406 (rough estimate) | [refractive index ]
23.5 ° (C=1.2, 1mol/L HCl) | [storage temp. ]
0-6°C | [solubility ]
Soluble in Dichloromethane, Ethyl Acetate, Methanol. | [form ]
Crystalline Powder and Chunks | [pka]
12.85±0.10(Predicted) | [color ]
White to yellow | [optical activity]
[α]/D +22.8°, c = 1.2 in 1 M HCl | [Sensitive ]
Air Sensitive | [Detection Methods]
GC,NMR,Rotation | [BRN ]
4665408 | [InChI]
InChI=1/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/s3 | [InChIKey]
STVVMTBJNDTZBF-DJEYLCQNNA-N | [SMILES]
C(C1C=CC=CC=1)[C@@H](N)CO |&1:7,r| | [CAS DataBase Reference]
5267-64-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
UN 3259 8/PG 3
| [WGK Germany ]
3
| [F ]
10-23 | [HazardClass ]
8 | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29221990 |
| Questions And Answer | Back Directory | [Detected method]
Phenomena, including gelation and fluorescence, are used as easily detected sensors of chiral recognition. Qin et al. have developed a new type of isomerized diphenylalanine-based supramolecular gel (LFDF), which showed the visible enantiomeric discrimination of phenylalaninol enantiomers via fluorescence and gelation measurements. The addition of L- or D-phenylalaninol to the peptide gel led to complete collapse within one minute after adding the L-form, which was not observed in D-phenylalaninol. Meanwhile, by doping with the fluorescent dye thioflavin T (ThT), the prepared ThT-LFDF gel system can sensitively detect the L/D-phenylalanine enantiomer through fluorescence quenching, which has the advantages of visualization, easy manipulation, and high detection sensitivity.
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| Hazard Information | Back Directory | [Description]
D-phenylalanine is the D-enantiomer of phenylalanine. It is a conjugate base of a D-phenylalaninium and an enantiomer of a L-phenylalanine. D-Phenylalanine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). It may be light-sensitive. This compound reacts with strong oxidizing agents, acids and bases. It acts as a weak acid in solution. | [Chemical Properties]
white to light yellow crystal powde | [Uses]
Enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption. | [Purification Methods]
It can be recrystallised from Et2O, *C6H6/pet ether (b 40-60o) or toluene and distilled in a vacuum. It has been purified by dissolving in Et2O, drying over K2CO3, filtering, evaporating to a small volume, cooling in ice and collecting the plates. Store them in the presence of KOH (i.e. CO2—free atm). [Karrer & Ehrhardt Helv Chim Acta 34 3203 1951, Oeda Bull Chem Soc Jpn 13 465 1938.] The picrate has m 141-141.5o (from EtOH/pet ether). The hydrogen oxalate has m 177o, 161-162o [Hunt & McHale J Chem Soc 2073 1957]. The racemate has m 87-88o from *C6H6/pet ether (75-77o from Et2O), and the hydrochloride has m 139-141o [Fodor et al. J Chem Soc 1858 1951]. [Beilstein 13 IV 1920.] |
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