1,2-Bis(tosyloxy)ethane

Base Information

• Chemical Name: 1,2-Bis(tosyloxy)ethane
• CAS No.: 6315-52-2
• Molecular Formula: C16H18O6S2
• Molecular Weight: 370.447
• Hs Code.: 2942000000
• European Community (EC) Number: 613-165-4
• NSC Number: 21094
• UNII: LR4Q2PMD62
• DSSTox Substance ID: DTXSID70979133
• Nikkaji Number: J211.392I
• Wikidata: Q72471150
• Mol file: 6315-52-2.mol

Synonyms:6315-52-2;1,2-Bis(tosyloxy)ethane;Ethane-1,2-diyl bis(4-methylbenzenesulfonate);Ethylene glycol ditosylate;Ethylene ditosylate;Ethylene glycol bis-p-toluenesulfonate;Ethylene di(p-toluenesulfonate);Ethylene glycol di-p-toluenesulfonate;1,2-Ethanediol, bis(4-methylbenzenesulfonate);NSC21094;2-(4-methylphenyl)sulfonyloxyethyl 4-methylbenzenesulfonate;LR4Q2PMD62;ethane-1,2-diylbis(4-methylbenzenesulfonate);Ethyleneglycol-di-p-tosylate 95%;1,2-Bis(p-toluenesulfonyloxy)ethane;MFCD00008549;NSC 21094;NSC-21094;2-[(4-methylbenzenesulfonyl)oxy]ethyl 4-methylbenzene-1-sulfonate;93728-50-8;Tos-PEG1-Tos;1,2-Di(tosyloxy)ethane;1,2-Bis(p-tolylsulfonyloxy)ethane;1,2 bis(tosyloxy)ethane;CBMicro_029350;UNII-LR4Q2PMD62;1,2-ethanediol bistosylate;SCHEMBL241884;1,2-Ethanediol, 1,2-bis(4-methylbenzenesulfonate);2-(p-tolylsulfonyloxy)ethyl 4-methylbenzenesulfonate;Ethylene bis(p-toluenesulfonate);ethylene di(p-toluenesulphonate);AMY5240;DTXSID70979133;1,2-ETHANEDIOL DITOSYLATE;BCP05849;BBL104204;STL558038;1,2-ethanediol di-p-toluenesulfonate;AKOS000352583;Ethylene di(p-toluenesulfonate), 97%;CS-W011793;Ethylene Glycol Bis(p-toluenesulfonate);PLERIXAFOR IMPURITY 2 (SM-1C);BP-13400;DS-14469;SY057081;1,2-bis(4-methylbenzenesulfonyloxy)ethane;BIM-0029358.P001;E0438;FT-0698720;1,2-ethanediol bis(4-methylbenzenesulfonate);ETHYLENE GLYCOL, DI-P-TOLUENESULFONATE;A868229;Ethane-1,2-diyl bis(4-methylbenzene-1-sulfonate);J-802210;F0771-0304;2-(((4-Methylphenyl)sulfonyl)oxy)ethyl 4-methylbenzenesulfonate;2-([(4-Methylphenyl)sulfonyl]oxy)ethyl 4-methylbenzenesulfonate #;2-{[(4-methylphenyl)sulfonyl]oxy}ethyl 4-methyl-1-benzenesulfonate

Chemical Property of 1,2-Bis(tosyloxy)ethane

Chemical Property:

• Appearance/Colour: Colourless solid
• Vapor Pressure: 2.35E-11mmHg at 25°C
• Melting Point: 124-127 °C(lit.)
• Refractive Index: 1.566
• Boiling Point: 544.3 °C at 760 mmHg
• Flash Point: 283 °C
• PSA: 103.50000
• Density: 1.326 g/cm³
• LogP: 4.57580
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 370.05448064
• Heavy Atom Count: 24
• Complexity: 517

Purity/Quality:

99.9% ^*data from raw suppliers

1,2-Bis(tosyloxy)ethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)OCCOS(=O)(=O)C2=CC=C(C=C2)C
• Uses: 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.

Technology Process of 1,2-Bis(tosyloxy)ethane

There total 11 articles about 1,2-Bis(tosyloxy)ethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

ethylene glycol (107-21-1) + p-toluenesulfonyl chloride (98-59-9) → 1,2-bis-tosyloxyethane (6315-52-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/d1ra03850h

Reference yield: 83.0%

p-toluenesulfonylanhydride (4124-41-8) + ethylene glycol (107-21-1) → 1,2-bis-tosyloxyethane (6315-52-2)

Guidance literature:

With ytterbium(III) triflate; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1055/s-2004-815998

Reference yield: 80.0%

ethylene glycol (107-21-1) + p-toluenesulfonyl chloride (98-59-9) → 1,2-bis-tosyloxyethane (6315-52-2)

Guidance literature:

at 0 ℃; overnight;

DOI:10.1021/jo00342a006

upstream raw materials:

ethylene glycol

p-toluenesulfonyl chloride

silver(I) 4-methylbenzenesulfonate

ethylene dibromide

Downstream raw materials:

2,2'-dimethyl-3,3'-ethane-1,2-diyl-bis-benzothiazolium; bis-(toluene-4-sulfonate)

N,N'-ethylenediphthalimide

2-(1,3-dioxoisoindolin-2-yl)ethyl 4-methylbenzenesulfonate

1,2-bis(p-tolylthio)ethane

Refernces

¹⁸F-Labelled vorozole analogues as PET tracer for aromatase

10.1002/jlcr.1502

The research aims to develop 18F-labeled vorozole analogues as PET tracers for detecting the enzyme aromatase, which converts androgens to estrogens and may influence mood and mental status. The study involves one- and two-step syntheses of two 18F-labeled vorozole analogues, [18F]FVOZ and [18F]FVOO, using key chemicals such as ethane-1,2-diyl bis(4-methylbenzenesulfonate), oxydiethane-2,1-diyl bis(4-methylbenzenesulfonate), and 1-bromo-2-fluoroethane. The one-step synthesis achieved higher radiochemical yields (36–99%) and specific radioactivities (100 GBq/mmol for [18F]FVOZ and 80 GBq/mmol for [18F]FVOO) compared to the two-step synthesis. In vitro autoradiography using frozen rat brains showed specific binding in regions corresponding to previous [11C]VOZ studies. Metabolite studies revealed that [18F]FVOZ was more stable in plasma than [18F]FVOO. The one-step synthesis method is highlighted as a more reproducible and potentially automatable approach for future tracer development.

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