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37860-51-8

37860-51-8 Structure

37860-51-8 Structure
IdentificationBack Directory
[Name]

TETRAETHYLENE GLYCOL DI-P-TOSYLATE
[CAS]

37860-51-8
[Synonyms]

Tos-PEG5-Tos
Bis-Tos-PEG4
CAS_37860-51-8
PROTAC Linker 16
TosO-(CH2CH2O)4-Tos
TETRAETHYLENE GLYCOL DITOSYLATE
TETRAETHYLENE GLYCOL DI-P-TOSYLATE
BIS[2-(2-TOSYLOXYETHOXY)ETHYL] ETHER
DRAFT CHECKER, AIRFLOW DETECTION POWDER
1,11-Bis(tosyloxy)-3,6,9-trioxaundecane
2,2'-(Ethylenedioxy)triethyl ditosylate
etraethylene glycol di(p-toluenesulfonate)
Tetraethyleneglycol-di-p-toluenesulphonate
Tetraethylene glycol di(p-toluenesulfonate)
TETRAETHYLENE GLYCOL BIS(P-TOLUENESULFONATE)
((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane...
BIS[2-[2-(P-TOLUENESULFONYLOXY)ETHOXY]ETHYL] ETHER
Tetraethylene Glycol Bis(p-toluenesulfonate)
2,2'-[Oxybis(ethyleneoxy)]diethanol bis(p-toluenesulfonate)
Bis(p-toluenesulfonic acid)oxybisethylenebisoxybisethylene ester
Bis(4-methylbenzenesulfonic acid)[oxybis(ethyleneoxyethylene)] ester
Bis(4-methylbenzenesulfonic acid)3,6,9-trioxa-1,11-undecanediyl ester
Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-, 1,1'-bis(4-methylbenzenesulfonate)
((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(4-Methylbenzenesulfonate)
2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
2,2'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))bis(ethane-2,1-diyl) bis(4-Methylbenzenesulfonate)
Bis[2-[2-(p-toluenesulfonyloxy)ethoxy]ethyl] Ether Bis[2-(2-tosyloxyethoxy)ethyl] Ether Tetraethylene Glycol Di-p-tosylate
[Molecular Formula]

C22H30O9S2
[MDL Number]

MFCD00075239
[MOL File]

37860-51-8.mol
[Molecular Weight]

502.6
Chemical PropertiesBack Directory
[Melting point ]

65-69 °C
[Boiling point ]

635.0±55.0 °C(Predicted)
[density ]

1.242 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.53(lit.)
[Fp ]

>230 °F
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

clear liquid
[color ]

colorless to yellow
[BRN ]

1610992
[InChI]

InChI=1S/C22H30O9S2/c1-19-3-7-21(8-4-19)32(23,24)30-17-15-28-13-11-27-12-14-29-16-18-31-33(25,26)22-9-5-20(2)6-10-22/h3-10H,11-18H2,1-2H3
[InChIKey]

SLAONPBUWDUSSO-UHFFFAOYSA-N
[SMILES]

O(CCOCCOS(C1=CC=C(C)C=C1)(=O)=O)CCOCCOS(C1=CC=C(C)C=C1)(=O)=O
[EPA Substance Registry System]

Ethanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-, bis(4-methylbenzenesulfonate) (37860-51-8)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

2909498090
Hazard InformationBack Directory
[Description]

Tos-PEG5-Tos is a PEG linker containing two tosyl groups. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions.
[Uses]

Tetraethylene glycol di(p-toluenesulfonate) was used in the preparation of donor-spacer-acceptor podand system, dual channel fluorosensor for Li+, Mg2+ and Ca2+.
[Synthesis]

Bis[2-(2-hydroxyethoxy)ethyl] ether

112-60-7

Tosyl chloride

98-59-9

Tetraethylene glycol di-p-tosylate

37860-51-8

Tetraethylene glycol p-toluenesulfonate

77544-60-6

20.0 g of tetraethylene glycol triacetonitrile and 10.2 g of triethylamine were added to a reaction flask, 300 mL of acetonitrile was added to dissolve the mixture, and the mixture was cooled to 0-5°C in an ice bath. 19.0 g of p-toluenesulfonyl chloride was dissolved in 100 mL of acetonitrile and slowly added dropwise to the reaction mixture, the dropwise addition time was controlled at 1 hour. After the dropwise addition was completed, the temperature of the reaction mixture was raised to 20-25 °C and the reaction was continued for 12 hours. After completion of the reaction, the solvent was removed by rotary evaporation. The crude product was separated by column chromatography using gradient elution with hexane:ethyl acetate (v/v=4:1) and hexane:ethyl acetate (v/v=1.5:1). In the eluate of hexane:ethyl acetate (v/v=4:1), 12.9 g of oily product (tetraethylene glycol di-p-toluenesulfonate) was obtained in 35.9% yield. In the eluate of hexane:ethyl acetate (v/v=1.5:1), 5.4 g of oily product (tetraethyleneglycol mono-p-toluenesulfonate) was obtained in 10.4% yield.

[IC 50]

PEGs
[storage]

Powder: -20°C for 3 years | In solvent: -80°C for 1 year;
[References]

[1] Organic Letters, 2002, vol. 4, # 14, p. 2329 - 2332
[2] Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 11, p. 2094 - 2100
[3] Zhurnal Organicheskoi Khimii, 1990, vol. 26, # 11, p. 2425 - 2433
[4] Patent: CN105541736, 2016, A. Location in patent: Paragraph 0044; 0052
[5] Journal of the Chemical Society, Perkin Transactions 2, 2001, # 9, p. 1573 - 1584
Spectrum DetailBack Directory
[Spectrum Detail]

TETRAETHYLENE GLYCOL DI-P-TOSYLATE(37860-51-8)1HNMR
TETRAETHYLENE GLYCOL DI-P-TOSYLATE(37860-51-8)IR
TETRAETHYLENE GLYCOL DI-P-TOSYLATE(37860-51-8)FT-IR
TETRAETHYLENE GLYCOL DI-P-TOSYLATE(37860-51-8)Raman
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