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302147

Sigma-Aldrich

(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:
Molecular Weight:
152.19
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22

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.)

SMILES string

CO[C@H](CO)c1ccccc1

InChI

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

InChI key

JDTUPLBMGDDPJS-SECBINFHSA-N

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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

Signal Word

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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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(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)
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)
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)

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