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104256

Sigma-Aldrich

Ethyl p-toluenesulfonate

98%

Synonym(s):

Ethyl 4-methylbenzenesulfonate, Ethyl tosylate

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About This Item

Linear Formula:
CH3C6H4SO3C2H5
CAS Number:
80-40-0
Molecular Weight:
200.25
Beilstein:
611213
EC Number:
201-276-7
MDL number:
MFCD00009100
UNSPSC Code:
12352100
PubChem Substance ID:
24846433
NACRES:
NA.22
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Assay

98%

form

solid

refractive index

n20/D 1.511 (lit.)

bp

158-162 °C/10 mmHg (lit.)

mp

29-33 °C (lit.)

density

1.174 g/mL at 25 °C (lit.)

functional group

tosylate

SMILES string

CCOS(=O)(=O)c1ccc(C)cc1

InChI

1S/C9H12O3S/c1-3-12-13(10,11)9-6-4-8(2)5-7-9/h4-7H,3H2,1-2H3

InChI key

VRZVPALEJCLXPR-UHFFFAOYSA-N

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Application

Ethyl p-toluenesulfonate was used in a study to develop a fast and accurate method for determination of residues of some common alkylating agents employed in drug synthesis by in situ derivatization–headspace–gas chromatography–mass spectrometry[1]. Ethyl p-toluenesulfonate was used to develop an extraction method for methyl and ethyl esters of various sulfonic acids in active pharmaceutical ingredients using solid-phase microextraction coupled to GC/MS in the selected ion monitoring mode[2].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

316.4 °F - closed cup

Flash Point(C)

158 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4207
SDBB0560
STBL1861
BCCJ1329
BCCG0635

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Roberto Alzaga et al.
Journal of pharmaceutical and biomedical analysis, 45(3), 472-479 (2007-08-28)
A simple, reliable and fast procedure for the simultaneous determination of residues of some common alkylating agents (AAs), such as mesylates, besylates, tosylates and sulfates, employed in drug synthesis, has been developed by in situ derivatization-headspace-gas chromatography-mass spectrometry. Pentafluorothiophenol is
Ivelisse Colón et al.
Journal of pharmaceutical and biomedical analysis, 39(3-4), 477-485 (2005-06-14)
The development, optimization and validation of an extraction method for methyl and ethyl esters of various sulfonic acids is presented. The extraction and determination of these esters in active pharmaceutical ingredients (APIs) was accomplished using solid-phase microextraction coupled to GC/MS
Olivier Barret et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 56(4), 586-591 (2015-02-24)
PET with selective adenosine 2A receptor (A2A) radiotracers can be used to study a variety of neurodegenerative and neuropsychiatric disorders in vivo and to support drug-discovery studies targeting A2A. The aim of this study was to describe the first in

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

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    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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  2. 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/449/386/product-dating-information-mk.pdf

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