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Tetraethylene glycol di-p-tosylate

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Products Intro: Product Name:Tetraethylene glycol di-p-tosylate
CAS:37860-51-8
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CAS:37860-51-8
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CAS:37860-51-8
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CAS:37860-51-8
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Tetraethylene glycol di-p-tosylate manufacturers

  • Bis-Tos-PEG4
  • Bis-Tos-PEG4 pictures
  • $29.00 / 1g
  • 2026-01-04
  • CAS:37860-51-8
  • Min. Order:
  • Purity: 99.06%
  • Supply Ability: 10g
  • Tos-PEG5-Tos
  • Tos-PEG5-Tos pictures
  • $0.00 / 500g
  • 2025-06-07
  • CAS:37860-51-8
  • Min. Order: 500g
  • Purity: >98.00%
  • Supply Ability: 500g
Tetraethylene glycol di-p-tosylate Basic information
Product Name:Tetraethylene glycol di-p-tosylate
Synonyms:BIS[2-(2-TOSYLOXYETHOXY)ETHYL] ETHER;BIS[2-[2-(P-TOLUENESULFONYLOXY)ETHOXY]ETHYL] ETHER;TETRAETHYLENE GLYCOL BIS(P-TOLUENESULFONATE);TETRAETHYLENE GLYCOL DI-P-TOSYLATE;TETRAETHYLENE GLYCOL DITOSYLATE;Tetraethylene glycol di(p-toluenesulfonate);DRAFT CHECKER, AIRFLOW DETECTION POWDER;1,11-Bis(tosyloxy)-3,6,9-trioxaundecane
CAS:37860-51-8
MF:C22H30O9S2
MW:502.6
EINECS:
Product Categories:
Mol File:37860-51-8.mol
Tetraethylene glycol di-p-tosylate Structure
Tetraethylene glycol di-p-tosylate Chemical Properties
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
InChIInChI=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
InChIKeySLAONPBUWDUSSO-UHFFFAOYSA-N
SMILESO(CCOCCOS(C1=CC=C(C)C=C1)(=O)=O)CCOCCOS(C1=CC=C(C)C=C1)(=O)=O
EPA Substance Registry SystemEthanol, 2,2'-[oxybis(2,1-ethanediyloxy)]bis-, bis(4-methylbenzenesulfonate) (37860-51-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2909498090
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Tetraethylene glycol di-p-tosylate Usage And Synthesis
DescriptionTos-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), also known as Tetraethylene glycol di-p-tosylate, 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 50PEGs
storagePowder: -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
Tetraethylene glycol di-p-tosylate Preparation Products And Raw materials
Raw materialstetraethylene glycol-->Tosyl chloride-->Acetonitrile-->Triethylamine
Preparation ProductsS-Acetyl-PEG3-Azido-->1,4,7,10,13-PENTAOXA-16-AZACYCLOOCTADECANE-->Benzo-15-crown-5
Tag:Tetraethylene glycol di-p-tosylate(37860-51-8) Related Product Information
Tetraethylene glycol p-toluenesulfonate m-PEG5-Tos TETRAETHYL METHYLENEDIPHOSPHONATE Tetraethylene glycol dimethacrylate TETRAETHYLENEGLYCOL MONOMETHYL ETHER Tetraethyleneglycol monooctyl ether Tos-PEG13-Tos Tos-PEG10-CH2CH2COOtBu Tos-PEG21-Tos Tos-PEG6-t-Butyl ester Tos-PEG3-CH2CO2tBu Tos-PEG13-t-butyl ester Tos-PEG5-CH2CO2t-butyl ester Tos-PEG9-t-butyl ester Tos-PEG7-t-butyl ester Tos-PEG4-t-butyl ester (2-{2-[2-(Toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid tert-butyl ester Tos-PEG7-CH2CO2t-butyl ester

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