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161772

Sigma-Aldrich

β-Methoxystyrene, mixture of cis and trans

technical grade, 90%

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About This Item

Linear Formula:
C6H5CH=CHOCH3
CAS Number:
Molecular Weight:
134.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

assay

90%

form

liquid

refractive index

n20/D 1.565 (lit.)

bp

50-56 °C/0.6 mmHg (lit.)

density

1.001 g/mL at 25 °C (lit.)

functional group

ether
phenyl

storage temp.

2-8°C

SMILES string

COC=Cc1ccccc1

InChI

1S/C9H10O/c1-10-8-7-9-5-3-2-4-6-9/h2-8H,1H3

InChI key

CTHJQRHPNQEPAB-UHFFFAOYSA-N

General description

β-Methoxystyrene undergoes reduction in the presence of calcium in liquid ammonia to yield methyl phenethyl ether[1].

Application

β-Methoxystyrene was used in the synthesis of trans, trans-1-(aminomethyl)-2-methoxy-3-phenylcyclopropane[2].

pictograms

Exclamation mark

signalword

Warning

hcodes

pcodes

Hazard Classifications

Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup


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Calcium metal in liquid ammonia for selective reduction of organic compounds.
Hwu JH, et al.
The Journal of Organic Chemistry, 61(4), 1493-1499 (1996)
Xingliang Lu et al.
The Journal of organic chemistry, 61(25), 8961-8966 (1996-12-13)
trans,trans-1-(Aminomethyl)-2-methoxy-3-phenylcyclopropane (3) was synthesized in three steps from (Z)-beta-methoxystyrene and ethyl diazoacetate. Compound 3 was shown to be a substrate and inactivator of mitochondrial beef liver monoamine oxidase (MAO) with a partition ratio of 1428. MAO-catalyzed oxidation of 3 produces

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