Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate)

Product Name: Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate)
CAS No.: 77544-68-4
Chemical Name: Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate)
Synonyms: 2-(2-(2-Hydroxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;PEG3-Tos;Tos-PEG3-OH;PEG4-Tos;OH-PEG3-Tos;HO-PEG3-OTS;os-PEG3-alcohol;Tos-PEG3-alcohol;Tos-PEG4-alcohol;Hydroxy-PEG3-Tos
CBNumber: CB12645558
Molecular Formula: C13H20O6S
Formula Weight: 304.36
MOL File: 77544-68-4.mol

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Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate) Property

Boiling point:: 460.0±35.0 °C(Predicted)
Density: 1.234±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Ethanol: 100 mg/mL (328.56 mM); DMSO: 100 mg/mL (328.56 mM and warming)
pka: 14.36±0.10(Predicted)
form: Solid-Liquid Mixture
color: Colorless to light yellow
Water Solubility: Water: 10 mg/mL (32.86 mM)
InChI: InChI=1S/C13H20O6S/c1-12-2-4-13(5-3-12)20(15,16)19-11-10-18-9-8-17-7-6-14/h2-5,14H,6-11H2,1H3
InChIKey: RSUCRUOTLCQWFX-UHFFFAOYSA-N
SMILES: C(OS(C1=CC=C(C)C=C1)(=O)=O)COCCOCCO

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: M3506
Product name: 2-[2-(2-Hydroxyethoxy)ethoxy]ethyl 4-Methylbenzenesulfonate
Packaging: 250MG
Price: $219
Updated: 2025/07/31

Matrix Scientific

Product number: 179753
Product name: 2-(2-(2-Hydroxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate
Purity: 95%
Packaging: 1g
Price: $330
Updated: 2021/12/16

Apolloscientific

Product number: BIPG1696
Product name: PEG4-Tos
Packaging: 1g
Price: $419
Updated: 2021/12/16

AK Scientific

Product number: Y4977
Product name: Ethanol,2-[2-(2-hydroxyethoxy)ethoxy]-,1-(4-methylbenzenesulfonate)
Packaging: 100mg
Price: $154
Updated: 2021/12/16

Activate Scientific

Product number: AS45520
Product name: Tos-PEG3-OH
Purity: 98%
Packaging: 1g
Price: $293
Updated: 2021/12/16

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Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate) Chemical Properties,Usage,Production

Description

PEG3-Tos is a PEG linker containing a hydroxyl group and a tosyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

Uses

Tos-PEG3 is a PEG-based PROTAC linker can be used in the synthesis of PROTACs. Tos-PEG3 (structure 1) can be used for the synthesis of 3'-aminooxy oligonucleotides solid supports[1].

Synthesis

98-59-9

112-27-6

77544-68-4

Triethylene glycol (16.81 g, 112 mmol) was dissolved in 20 mL of tetrahydrofuran (THF) and preconfigured aqueous sodium hydroxide solution (6.73 g, 168 mmol, dissolved in 15 mL of water) was added. After cooling the reaction mixture to 0°C in an ice water bath, a THF solution (150 mL) of p-toluenesulfonyl chloride (TsCl, 25.67 g, 135 mmol) was added slowly and dropwise. The reaction mixture was continued to be stirred at 0°C for 1 hour. Upon completion of the reaction, the solvent was removed by rotary evaporator. The residue was dissolved in dichloromethane (DCM) and washed sequentially with saturated saline (if there is too much salt in the organic phase, it can be washed with water first). After the organic phase was dried over anhydrous magnesium sulfate, the crude product was purified by column chromatography using hexane/ethyl acetate (2:1, v/v) as eluent to afford the yellow oily target product triethylene glycol mono-p-toluenesulfonate. Yield: 89%. 1H NMR (CDCl3) δ: 2.44 (s, 3H, CH3), 3.51-3.70 (m, 12H, 6×CH2), 7.34 (d, 2H, Ar-H), 7.80 (d, 2H, Ar-H). Mass spectrum (MALDI-TOF): m/z calculated value 304.1; measured value 327.21 [M+Na]+.

References

[1] No?l M, et al. Solid Supports for the Synthesis of 3'-Aminooxy Deoxy- or Ribo-oligonucleotides and Their 3'-Conjugation by Oxime Ligation.J Org Chem. 2019 Nov 15;84(22):14854-14860. DOI:10.1021/acs.joc.9b00848

Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate) Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate) Suppliers

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View Lastest Price from Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate) manufacturers

Xian confluore Biological Technology Co., Ltd.

Product: OH-PEG3-Tos 77544-68-4
Price: US $0.00/g
Min. Order: 5g
Purity: >98.00%
Supply Ability: 5g
Release date: 2024-03-25

Career Henan Chemical Co

Product: Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate) 77544-68-4
Price: US $6.60/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg -1000kg
Release date: 2020-01-02

77544-68-4, Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate)Related Search:

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Hydroxy-PEG3-Tos

Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate)

Tos-PEG4-alcohol

Tos-PEG3-alcohol

PEG4-Tos

PEG3-Tos

2-(2-(2-Hydroxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate

2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-Methylbenzenesulfonate)

OH-PEG3-Tos

os-PEG3-alcohol

Tos-PEG3-OH

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HO-(CH2CH2O)3-Tos

Tos-PEG3-OH/Ethanol, 2-[2-(2-hydroxyethoxy)ethoxy]-, 1-(4-methylbenzenesulfonate)

HO-PEG3-OTS

77544-68-4

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