Skip to Content
MilliporeSigma
All Photos(1)

Documents

154180

Sigma-Aldrich

4-Methoxyphenethyl alcohol

99%

Synonym(s):

2-(4-Methoxyphenyl)ethanol

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3OC6H4CH2CH2OH
CAS Number:
702-23-8
Molecular Weight:
152.19
Beilstein:
2043563
EC Number:
211-866-6
MDL number:
MFCD00002900
UNSPSC Code:
12352100
PubChem Substance ID:
24849412
NACRES:
NA.22

Assay

99%

form

solid

bp

334-336 °C (lit.)

mp

26-28 °C (lit.)

SMILES string

COc1ccc(CCO)cc1

InChI

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

InChI key

AUWDOZOUJWEPBA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

(R)-1-(4-methoxyphenyl)ethanol {(R)-MOPE, 4-Methoxyphenethyl alcohol, 1-(4-methoxyphenyl)ethanol } is formed during the biocatalytic anti-Prelog enantioselective reduction of 4-methoxyacetophenone (MOAP) using immobilized Trigonopsis variabilis AS2.

Application

4-Methoxyphenethyl alcohol was used as an internal standard in the fluorous biphasic catalysis reaction.
4-Methoxyphenethyl alcohol was used in the preparation of 4-(2-iodoethyl)phenol, by refluxing it with 47% hydriodic acid. It may be used in the preparation of (2R*,4R*)-1-n-butyl-2-methyl-4-(2-oxopyrrolidin-1-yl)-6-methoxy-1,2,3,4-tetrahydroquinoline and (2R*,4S*)-1-n-butyl-2-methyl-4-(2-oxopyrrolidin-1-yl)-6-methoxy-1,2,3,4- tetrahydroquinoline.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °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’.

Already Own This Product?

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

Visit the Document Library

Biocatalytic anti-Prelog stereoselective reduction of 4'-methoxyacetophenone to (R)-1-(4-methoxyphenyl) ethanol with immobilized Trigonopsis variabilis AS2. 1611 cells using an ionic liquid-containing medium.
Lou W-Y, et al.
Green Chemistry, 11(9), 1377-1384 (2009)
Synthesis of 5-(ω-sulfhydrylalkyl) salicylaldehydes as precursors for the preparation of alkanethiol-modified metal salens.
Ji C and Peters DG
Tetrahedron Letters, 42(35), 6065-6067 (2001)
Reactions of Azides with Electrophiles: New Methods for the Generation of Cationic 2-Azabutadienes. Synthesis of 1, 2, 3, 4-Tetrahydroquinolines and 1, 2-Dihydroquinolines via a Hetero Diels-Alder Reaction.
Pearson WH and Fang WK
Israel J. Chem., 37(1), 39-46 (1997)
An asymmetric catalytic carbon? carbon bond formation in a fluorous biphasic system based on perfluoroalkyl-BINOL.
Tian Y and Chan KS.
Tetrahedron Letters, 41(45), 8813-8816 (2000)
Min Kyung Song et al.
Journal of agricultural and food chemistry, 67(7), 2028-2035 (2019-01-31)
Caffeic acid phenethyl ester (CAPE) is an ester of a hydroxycinnamic acid (phenylpropanoid) and a phenylethanoid (2-phenylethanol; 2-PE), which has long been used in traditional medicine. Here, we synthesized 54 hydroxycinnamic acid-phenylethanoid esters by feeding 64 combinations of hydroxycinnamic acids

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