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MilliporeSigma

T28002

Thioanisole

ReagentPlus®, ≥99%

Synonym(s):

Methyl phenyl sulfide

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25 G

$43.50

100 G

$72.00

500 G

$247.00

$43.50


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About This Item

Linear Formula:
C6H5SCH3
CAS Number:
Molecular Weight:
124.20
UNSPSC Code:
12352100
NACRES:
NA.21
PubChem Substance ID:
EC Number:
202-878-2
Beilstein/REAXYS Number:
1904179
MDL number:
Assay:
≥99%

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InChI key

HNKJADCVZUBCPG-UHFFFAOYSA-N

InChI

1S/C7H8S/c1-8-7-5-3-2-4-6-7/h2-6H,1H3

SMILES string

CSc1ccccc1

product line

ReagentPlus®

assay

≥99%

refractive index

n20/D 1.587 (lit.)

bp

188 °C (lit.)

mp

−15 °C (lit.)

density

1.057 g/mL at 20 °C (lit.)

functional group

thioether

Quality Level

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1 of 4

This Item
232777P353168.20825
assay

≥99%

assay

99%

assay

98%

assay

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

refractive index

n20/D 1.587 (lit.)

refractive index

n20/D 1.592 (lit.)

refractive index

n20/D 1.6327 (lit.)

refractive index

-

mp

−15 °C (lit.)

mp

-

mp

−40 °C (lit.)

mp

-17 °C

bp

188 °C (lit.)

bp

115-116 °C/2 mmHg (lit.)

bp

296 °C (lit.)

bp

188 °C/1013 hPa

density

1.057 g/mL at 20 °C (lit.)

density

1.143 g/mL at 25 °C (lit.)

density

1.113 g/mL at 20 °C (lit.)

density

1.05 g/cm3 at 20 °C

Application

Thioanisole may be used in the synthesis of methyl phenyl sulfoxide via oxidation.[1][2]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

163.4 °F - closed cup

flash_point_c

73 °C - closed cup

ppe

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


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Methyl phenyl sulfoxide.
Johnson CR & Keiser JE.
Organic Syntheses, 78-78 (1966)
Mild and selective oxidation of sulfur compounds in trifluoroethanol: diphenyl disulfide and methyl phenyl sulfoxide.
Ravikumar KS, et al.
Organic Syntheses, 184-189 (2003)
Jun-Long Zhang et al.
Chemical communications (Cambridge, England), (14)(14), 1665-1667 (2008-03-28)
We demonstrate that incorporation of MnSalen into a protein scaffold enhances the chemoselectivity in sulfoxidation of thioanisole and find that both the polarity and hydrogen bonding of the protein scaffold play an important role in tuning the chemoselectivity.
Viktor Mojr et al.
Chemical communications (Cambridge, England), 46(40), 7599-7601 (2010-09-14)
β-Cyclodextrin-flavin conjugates are highly efficient catalysts for the sulfoxidation of methyl phenyl sulfides with hydrogen peroxide in neat aqueous media operating at loadings down to 0.2 mol% and allowing for enantioselectivities up to 80% ee.
Rémy Ricoux et al.
Organic & biomolecular chemistry, 7(16), 3208-3211 (2009-07-31)
Two new artificial hemoproteins or "hemozymes", obtained by non covalent insertion of Fe(III)-meso-tetra-p-carboxy- and -p-sulfonato-phenylporphyrin into xylanase A from Streptomyces lividans, were characterized by UV-visible spectroscopy and molecular modeling studies, and were found to catalyze the chemo- and stereoselective oxidation

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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