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Merck
CN

302147

(S)-(+)-2-Methoxy-2-phenylethanol

98%

Synonym(s):

β-Methoxyphenethyl alcohol, (+)-β-Methoxyphenethyl alcohol

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About This Item

Linear Formula:
C6H5CH(OCH3)CH2OH
CAS Number:
66051-01-2
Molecular Weight:
152.19
NACRES:
NA.22
PubChem Substance ID:
24858236
UNSPSC Code:
12352112
MDL number:
MFCD00064515
Assay:
98%
Form:
liquid

Key Documents

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Product Name

(S)-(+)-2-Methoxy-2-phenylethanol, 98%

InChI

1S/C9H12O2/c1-11-9(7-10)8-5-3-2-4-6-8/h2-6,9-10H,7H2,1H3/t9-/m1/s1

SMILES string

CO[C@H](CO)c1ccccc1

InChI key

JDTUPLBMGDDPJS-SECBINFHSA-N

assay

98%

form

liquid

optical activity

[α]19/D +133°, c = 1 in acetone

optical purity

ee: 99% (GLC)

refractive index

n20/D 1.52 (lit.)

bp

65 °C/0.1 mmHg (lit.)

density

1.054 g/mL at 25 °C (lit.)

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Application

(S)-(+)-2-Methoxy-2-phenylethanol can be used:
  • As a starting material for the synthesis of N-substituted 6,7-benzomorphan based opioid receptor agonists.
  • As a ligand in the preparation of organolanthanoid complexes.
  • As starting material for the synthesis of N-acetyl-O-((2S)-2-methoxy-2-phenylethyl)-L-serine, a serine proteases inhibitor.

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

WGK 3

flash_point_f

208.4 °F - closed cup

flash_point_c

98 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
13926JN
07728EB

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Solid-state and solution structures of several new [LnCp′ 2 (OR)] 2 complexes (Ln= Pr, Yb) with chiral, oxygen-functionalized mu-alkoxide ligands
Steudel A, et al.
Journal of Organometallic Chemistry, 570(1), 89-96 (1998)
Probing enzyme stereospecificity. Evaluation of β-alkoxy-α-amino acids with two stereocenters as inhibitors of serine proteases
Lee T and Jones JB
Tetrahedron, 51(27), 7331-7346 (1995)
(2S)-N-2-methoxy-2-phenylethyl-6,7-benzomorphan compound (2S-LP2): Discovery of a biased mu/delta opioid receptor agonist
Pasquinucci L, et al.
European Journal of Medicinal Chemistry, 168, 189-198 (2019)

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