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D(+)-Phenylalaninol

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D(+)-Phenylalaninol Basic information
D(+)-Phenylalaninol Chemical Properties
  • 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. Keep in dark place,Sealed in dry,Room Temperature
  • solubility Soluble in Dichloromethane, Ethyl Acetate, Methanol.
  • form Crystalline Powder and Chunks
  • pka12.85±0.10(Predicted)
  • color White to yellow
  • optical activity[α]/D +22.8°, c = 1.2 in 1 M HCl
  • Sensitive Air Sensitive
  • BRN 4665408
  • CAS DataBase Reference5267-64-1(CAS DataBase Reference)
Safety Information
  • Hazard Codes C,Xi
  • Risk Statements 34
  • Safety Statements 26-36/37/39-45-27
  • RIDADR UN 3259 8/PG 3
  • WGK Germany 3
  • 10-23
  • HazardClass IRRITANT
  • HazardClass 8
  • PackingGroup III
  • HS Code 29221990
MSDS
D(+)-Phenylalaninol Usage And Synthesis
  • Chemical Propertieswhite to light yellow crystal powde
  • UsesEnantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption.
  • UsesD-Phenylalaninol is used as a chiral auxiliary for asymmetric Michael reactions. It is an enantiomer of L-Phenylalaninol, an inhibitor of intestinal Phenylalanine absorption. It acts as an inhibiting agent to the enzymes which are responsible for the breakdown of endorphins.
  • Purification MethodsIt 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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