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Sigma-Aldrich

Ethylene di(p-toluenesulfonate)

97%

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Synonym(s):
Ethylene ditosylate, Ethylene glycol ditosylate
Linear Formula:
[CH3C6H4SO3CH2-]2
CAS Number:
6315-52-2
Molecular Weight:
370.44
Beilstein:
2399520
MDL number:
MFCD00008549
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

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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
Selective bridging of p-tert-butylcalix [6] arene with polyethylene glycol ditosylates.
Li J, et al.
Tetrahedron, 55(34), 10365-10374 (1999)
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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