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154180

4-Methoxyphenethyl alcohol

Name: 4-Methoxyphenethyl alcohol
Brand: ALDRICH

99%

Synonym(s):

2-(4-Methoxyphenyl)ethanol

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About This Item

Linear Formula:

CH₃OC₆H₄CH₂CH₂OH

CAS Number:

702-23-8

Molecular Weight:

152.19

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24849412

EC Number:

211-866-6

Beilstein/REAXYS Number:

2043563

MDL number:

MFCD00002900

Assay:

99%

Form:

solid

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Properties

Quality Level

100

assay

99%

form

solid

bp

334-336 °C (lit.)

mp

26-28 °C (lit.)

functional group

hydroxyl

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

Description

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 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.

4-Methoxyphenethyl alcohol was used as an internal standard in the fluorous biphasic catalysis reaction.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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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)

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)

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)

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Global Trade Item Number

SKU	GTIN
154180-10G	04061838346186