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296791

Sigma-Aldrich

Ethylene di(p-toluenesulfonate)

97%

Synonym(s):

Ethylene ditosylate, Ethylene glycol ditosylate

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About This Item

Linear Formula:
[CH3C6H4SO3CH2-]2
CAS Number:
6315-52-2
Molecular Weight:
370.44
Beilstein:
2399520
MDL number:
MFCD00008549
UNSPSC Code:
12352100
PubChem Substance ID:
24857876
NACRES:
NA.22

Assay

97%

form

solid

mp

124-127 °C (lit.)

SMILES string

Cc1ccc(cc1)S(=O)(=O)OCCOS(=O)(=O)c2ccc(C)cc2

InChI

1S/C16H18O6S2/c1-13-3-7-15(8-4-13)23(17,18)21-11-12-22-24(19,20)16-9-5-14(2)6-10-16/h3-10H,11-12H2,1-2H3

InChI key

LZIPBJBQQPZLOR-UHFFFAOYSA-N

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Application

Ethylene di(p-toluenesulfonate) [Ethylene glycol ditosylate] has been used in the synthesis of:
  • cyclohexyl-fused 1,4,7-triazacyclononane
  • 1,2-ethylenecalix[6]arene, 1,3- and 1,4-calix[6]crown-3, 1,3- and 1,4-calix[6]crown-4, 1,4-calix[6]benzocrown-4, 1,2- and 1,3-calix[6]crown-5

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)

Not applicable

Flash Point(C)

Not applicable

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’.

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Kryptofix® 222 for synthesis

Sigma-Aldrich

8.10647

Kryptofix® 222

Selective bridging of p-tert-butylcalix [6] arene with polyethylene glycol ditosylates.
Li J, et al.
Tetrahedron, 55(34), 10365-10374 (1999)
Graham Stones et al.
Organic & biomolecular chemistry, 6(2), 374-384 (2008-01-05)
Two routes to the synthesis of a cyclohexyl-fused 1,4,7-triazacyclononane involving macrocyclisations of tosamides have been investigated. In the first approach, using a classic Richman-Atkins-type cyclisation of a cyclohexyl-substituted 1,4,7-tritosamide with ethylene glycol ditosylate, afforded the cyclohexyl-fused 1,4,7-triazacyclononane in 5.86% overall
Kazunori Kawamura et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 169, 109571-109571 (2021-01-08)
Recently, a straightforward one-pot method for 18F-fluoroethylation without azeotropic drying of cyclotron-produced [18F]F- was developed. In this study, we have attempted to simplify the automated radiosynthesis of two [18F]fluoroethylated tracers, [18F]FEDAC and [18F]FET, using a desmethyl labeling precursor and [18F]fluoroethyl
Junling Li et al.
Nuclear medicine and biology, 42(3), 283-291 (2014-12-30)
Bis(Zn-dipicolylamine (Zn-DPA)) coordination complexes represent a new class of synthetic small molecules that can target anionic phosphatidylserine (PS) in the apoptotic cells with high affinity and specificity. In this study, we labeled Zn-DPA and Cy7-Zn-DPA with different (18)F-prosthetic groups and

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