05512

(S)-(−)-1-Phenylethanol

≥98.5% (sum of enantiomers, GC)

• Synonym(s): (−)-Methyl phenyl carbinol, (S)-(−)-α-Methylbenzyl alcohol, (S)-(−)-sec-Phenylethyl alcohol
• Empirical Formula (Hill Notation): C₈H₁₀O
• CAS Number: 1445-91-6
• Molecular Weight: 122.16
• Beilstein: 2039797
• MDL number: MFCD00064264
• UNSPSC Code: 12352002
• PubChem Substance ID: 329748080
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥98.5% (sum of enantiomers, GC)
• form: liquid
• optical activity: [α]/D −45±2°, c = 5% in methanol
• optical purity: enantiomeric ratio: ≥97:3 (GC)
• refractive index: n20/D 1.527
• bp: 88-89 °C/10 mmHg (lit.)
• mp: 9-11 °C (lit.)
• density: 1.012 g/mL at 20 °C (lit.)
• functional group: hydroxyl; phenyl
• SMILES string: C[C@H](O)c1ccccc1
• InChI: 1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m0/s1
• InChI key: WAPNOHKVXSQRPX-ZETCQYMHSA-N

Description

General description

(S)-(-)-1-Phenylethanol can be prepared from acetophenone via enantioselective bioreduction in the presence of Rhizopus arrhizus as a biocatalyst.

Application

(S)-(-)-1-Phenylethanol can be used as:

• A starting material to prepare (1S,3R,4S)-1-methyl-3,4-diphenyl-3,4-dihydro-1H-isochromene-3,4-diol (a cyclic hemiacetal) by reacting with benzil via dilithiation reaction.
• A chiral solvent in the symmetric synthesis of substituted spiroundecenetriones via amino acid-catalyzed domino Knoevenagel/Diels-Alder reactions.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319
• Precautionary Statements: P264 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves