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Sigma-Aldrich

2-Methoxy-2-phenylethanol

99%

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About This Item

Linear Formula:
C6H5CH(OCH3)CH2OH
CAS Number:
2979-22-8
Molecular Weight:
152.19
EC Number:
221-030-2
MDL number:
MFCD00075063
UNSPSC Code:
12352100
PubChem Substance ID:
24860327
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.519 (lit.)

bp

237 °C (lit.)

density

1.061 g/mL at 25 °C (lit.)

SMILES string

COC(CO)c1ccccc1

InChI

1S/C9H12O2/c1-11-9(7-10)8-5-3-2-4-6-8/h2-6,9-10H,7H2,1H3

InChI key

JDTUPLBMGDDPJS-UHFFFAOYSA-N

Application

(S)-2-methoxy-2-phenylethanol was employed as chiral probe for the determination of absolute configuration of active (-) enantiomer of amlodipine. 2-Methoxy-2-phenylethanol was also used in the synthesis of optically active 1,4-dihydropyridines.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Enzymatic resolution of the chiral inductor 2-methoxy-2-phenylethanol.
Monterde MI, et al.
Tetrahedron Asymmetry, 13(10), 1091-1096 (2002)
S Goldmann et al.
Journal of medicinal chemistry, 35(18), 3341-3344 (1992-09-04)
The active (-) enantiomer of amlodipine was originally reported to have R configuration. This does not concur with other 1,4-dihydropyridines with known absolute configuration. This configuration has now been determined by X-ray structural analysis using (1S)-camphanic acid and (S)-2-methoxy-2-phenylethanol as

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