(2S)-2-amino-2-phenylethan-1-ol

• ChemBase ID: 69364
• Molecular Formular: C8H11NO
• Molecular Mass: 137.17904
• Monoisotopic Mass: 137.08406398
• SMILES: C([C@@H](N)c1ccccc1)O
• Canonical SMILES: OC[C@H](c1ccccc1)N
• InChI: InChI=1S/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m1/s1
• InChIKey: IJXJGQCXFSSHNL-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-phenylethan-1-ol
• IUPAC Traditional name: (2S)-2-amino-2-phenylethanol
• Synonyms: L-(+)-a-Phenylglcinol; L-β-Amino-phenethyl Alcohol; (+)-(S)-2-Amino-2-phenylethanol; (1S)-2-Amino-2-phenylethanol; (2S)-Phenylglycinol; (S)-(+)-2-Phenylglycinol; (S)-.beta.-Aminobenzeneethanol; [(S)-2-Hydroxy-1-phenylethyl]amine; L-Phenylglycinol; (S)-(+)-2-Amino-2-phenylethanol; H-Phg-ol; (R)-(-)-2-Phenylglycinol; (S)-2-Amino-2-phenylethanol; L-(+)-α-Phenylglycinol; (S)-(+)-2-Phenylglycinol; L-(+)-α-Phenylglycinol; 2-Amino-2-phenylethanol; L-(+)-α-PHENYLGLYCINOL; (S)-(+)-2-Phenylglycinol; 2-Phenylglycinol; (S)-2-氨基-2-苯乙醇; L-(+)-α-苯甘氨醇; (S)-(+)-2-苯甘氨醇; L-(+)-α-苯甘氨醇

Database IDs

• CAS Number: 56613-80-0; 7568-92-5; 20989-17-7
• MDL Number: MFCD00064404
• Beilstein Number: 3196190
• PubChem SID: 24857063; 162035090; 24887330
• PubChem CID: 134797

CALCULATED PROPERTIES

• Acid pKa: 15.034467
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.4697678
• LogD (pH = 7.4): -1.2631787
• Log P: 0.4686793
• Molar Refractivity: 40.4939 cm^3
• Polarizability: 16.162655 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White to Light Yellow Solid
• Melting Point: 72-74°C; 75-78 °C(lit.); 76-78°C; 76-79 °C
• Optical Rotation: [α]19/D +33°, c = 0.75 in 1 M HCl; [α]20/D +32.5±1°, c = 0.75% in 1 M HCl; +30 (c=0.75 in 1N HCl)

Safety Information

• Storage Condition: 2-8°C, Store Under Nitrogen
• Storage Warning: Air Sensitive; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 95+%; 98%; 98+%
• Grade: purum
• Optical Purity: ee: 99% (GLC); enantiomeric ratio: ≥99:1 (HPLC)
• Linear Formula: C6H5CH(NH2)CH2OH
• Empirical Formula (Hill Notation): C8H11NO

DETAILS

MP Biomedicals - 02156181

(2-Amino-2-phenylethanol)

Sigma Aldrich - 282693

Application
Used in a synthesis of chiral, unsymmetrical bisoxazolines.1
Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - P327300

A chiral arylalkylamine used as organocatalysts. Used in the synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid.

REFERENCES

• Kristensen, T. E. et al.: Eur. J. Org. Chem., 30, 5185 (2009)
• Liu, W. et al.: You. Xua., 26, 518 (2009)
• Reagent for the resolution of acids via the easily hydrolyzed amides: J. Org. Chem ., 51, 4836 (1986).