134910

(1R,2S)-(−)-Ephedrine

98%

• Synonyme(s) : (−)-Ephedrine, (1R,2S)-(−)-α-(1-Methylaminoethyl)benzyl alcohol, (1R,2S)-(−)-2-Methylamino-1-phenyl-1-propanol, L-α-(1-Methylaminoethyl)benzyl alcohol
• Formule linéaire : C₆H₅CH[CH(NHCH₃)CH₃]OH
• CAS Number: 299-42-3
• Poids moléculaire : 165.23
• Beilstein: 2208730
• Numéro CE : 206-080-5
• Numéro MDL: MFCD00064257
• Code UNSPSC : 12352116
• ID de substance PubChem : 24848190
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Essai: 98%
• Forme: solid
• Activité optique: [α]21/D −41°, c = 5 in 1 M HCl
• pb: 255 °C (lit.)
• Pf: 37-39 °C (lit.)
• Densité: 1.124 g/mL at 25 °C (lit.)
• Groupe fonctionnel: amine; hydroxyl; phenyl
• Température de stockage: 2-8°C
• Chaîne SMILES: CN[C@@H](C)[C@H](O)c1ccccc1
• InChI: 1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1
• Clé InChI: KWGRBVOPPLSCSI-WPRPVWTQSA-N

Description

Description générale

(1R,2S)-(-)-Ephedrine, a chiral β-amino alcohol, is commonly used as a chiral auxiliary in asymmetric synthesis. It undergoes reduction to form (+)-methamphetamine.

Application

(1R,2S)-(-)-Ephedrine can be used in the preparation of optically active phosphine-phosphonite ligands and chirally-substituted cyclopentadienyl (Cp) ligands. It reacts with phosphorus trichloride to form (2R,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine. It can also act as a chiral resolving agent for (±)-mandelic acid.

Versatile chiral synthon, employed in catalysis and in the preparation of optically pure sulfoxides and oxazolidines.

Informations sur la sécurité

• Pictogrammes: GHS05,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H314,H317
• Conseils de prudence: P260 - P272 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): 186.8 °F - closed cup
• Point d'éclair (°C): 86 °C - closed cup
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves