2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol

Base Information

• Chemical Name: 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol
• CAS No.: 77544-60-6
• Molecular Formula: C15H24 O7 S
• Molecular Weight: 348.417
• Hs Code.: 2909499000
• Mol file: 77544-60-6.mol

Synonyms:2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyltosylate; Tetraethylene glycol monotosylate

Chemical Property of 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol

Chemical Property:

• Refractive Index: n20/D1.507
• Boiling Point: 492.5±40.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• Flash Point: >110℃
• PSA: 110.67000
• Density: 1.202 g/mL at 25 °C
• LogP: 1.21000
• Storage Temp.: 2-8°C
• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 25-34-36
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Description: PEG5-Tos is a PEG linker containing a hydroxyl group with 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.

Technology Process of 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol

There total 10 articles about 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol 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: 100.0%

Tetraethylene glycol (112-60-7) + p-toluenesulfonyl chloride (98-59-9) → p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201707536

Reference yield: 98.0%

Tetraethylene glycol (112-60-7) → p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6)

Guidance literature:

Tetraethylene glycol; With sodium hydroxide; In tetrahydrofuran; water; for 1h;

With p-toluenesulfonyl chloride; In tetrahydrofuran; water; at 0 ℃; for 2h;

DOI:10.1039/d1cc03020e

Reference yield: 97.0%

Tetraethylene glycol (112-60-7) + toluene-4-sulfonic acid (104-15-4) → p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 4h;

DOI:10.1002/mabi.201400417

upstream raw materials:

Tetraethylene glycol

p-toluenesulfonyl chloride

toluene-4-sulfonic acid

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

Downstream raw materials:

2-<2-<2-(2-phenoxyethoxy)ethoxy>ethoxy>ethanol

1-hydroxy-11-(4'-nitrophenoxy)-3,6,9-trioxaundecane

1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene

11-acryloxy-3,6,9-trioxa-undecyl tosylate

Refernces

• 1、 Cubberley,Iverson. "1H NMR investigation of solvent effects in aromatic stacking interactions". . p. 7560 - 7563. Retrieved 2001.
• 2、 Sayyadi, Nima,Connally, Russell E.,Try, Andrew. "A novel biocompatible europium ligand for sensitive time-gated immunodetection". . p. 1154 - 1157. Retrieved 2016.
• 3、 Suzuki, Hirotsugu,Sato, Io,Yamashita, Yasuhiro,Kobayashi, Shu. "Catalytic Asymmetric Direct-Type 1,4-Addition Reactions of Simple Amides". . p. 4336 - 4339. Retrieved 2015.
• 4、 Shang, Jie,Li, Bo,Shen, Xin,Pan, Tiezheng,Cui, Zhiliyu,Wang, Yangxin,Ge, Yan,Qi, Zhenhui. "Selenacrown Macrocycle in Aqueous Medium: Synthesis, Redox-Responsive Self-Assembly, and Enhanced Disulfide Formation Reaction". . p. 1430 - 1436. Retrieved 2021.
• 5、 Cui, Jiaqi,Du, Yu,Huang, Lei,Niu, Jing,Shi, Shi,Xu, Yungen,Zhu, Qihua. "Discovery of novel potent covalent inhibitor-based EGFR degrader with excellent in vivo efficacy". supporting information. . Retrieved 2022/01/26.
• 6、 Moreno-Alcántar, Guillermo,Aliprandi, Alessandro,Rouquette, Remi,Pesce, Luca,Wurst, Klaus,Perego, Claudio,Brüggeller, Peter,Pavan, Giovanni M.,De Cola, Luisa. "Solvent-Driven Supramolecular Wrapping of Self-Assembled Structures". supporting information. p. 5407 - 5413. Retrieved 2021/01/26.