Skip to Content
Merck
All Photos(1)

Key Documents

05512

Sigma-Aldrich

(S)-(−)-1-Phenylethanol

≥98.5% (sum of enantiomers, GC)

Synonym(s):

(−)-Methyl phenyl carbinol, (S)-(−)-α-Methylbenzyl alcohol, (S)-(−)-sec-Phenylethyl alcohol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H10O
CAS Number:
Molecular Weight:
122.16
Beilstein:
2039797
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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

Looking for similar products? Visit Product Comparison Guide

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Laboratory scale-up synthesis of chiral carbinols using Rhizopus arrhizus
Salvi, NA and Chattopadhyay S
Tetrahedron Asymmetry, 27(4-5), 188-192 (2016)
Organocatalytic Asymmetric Domino Knoevenagel/Diels-Alder Reactions: A Bioorganic Approach to the Diastereospecific and Enantioselective Construction of Highly Substituted Spiro [5, 5] undecane-1, 5, 9-triones
Ramachary DB, et al.
Angewandte Chemie (International Edition in English), 42(35), 4233-4237 (2003)
Synthesis of (1S, 3R, 4S)-1-methyl-3, 4-diphenyl-3, 4-dihydro-1H-isochromene-3, 4-diol
Shishkina IN, et al.
Mendeleev Communications, 6(23), 350-351 (2013)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service